Spontaneous Oxygenation of Siloxy-N-silylketenimines to alpha-Ketoamides

Sasaki Michiko, Ando Masafumi, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

ORGANIC LETTERS   18 ( 7 )   1598 - 1601   2016年4月（ ISSN:1523-7060 ）

Stereochemical Course of Deprotonation-Acylation of N-Boc- and N-Carbamoyl-2-cyano-6-methylpiperidines

Kotomori Yuri, Sasaki Michiko, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

JOURNAL OF ORGANIC CHEMISTRY   80 ( 21 )   11013 - 11020   2015年11月（ ISSN:0022-3263 ）

Enantioselective Synthesis of Allenylenol Silyl Ethers via Chiral Lithium Amide Mediated Reduction of Ynenoyl Silanes and Their Diels-Alder Reactions

Sasaki Michiko, Kondo Yasuhiro, Moto-ishi Ta-ichi, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

ORGANIC LETTERS   17 ( 5 )   1280 - 1283   2015年3月（ ISSN:1523-7060 ）

Formation of 2-Cyano-2-siloxyvinylallenes via Cyanide-Induced Brook Rearrangement in gamma-Bromo-alpha,beta,gamma,delta-unsaturated Acylsilanes

Ando Masafumi, Sasaki Michiko, Miyashita Izumi, Takeda Kei

JOURNAL OF ORGANIC CHEMISTRY   80 ( 1 )   247 - 255   2015年1月（ ISSN:0022-3263 ）

Enantioselective Synthesis of alpha-Silylamines by Meerwein-Ponndorf-Verley-Type Reduction of alpha-Silylimines by a Chiral Lithium Amide

Kondo Yasuhiro, Sasaki Michiko, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

JOURNAL OF ORGANIC CHEMISTRY   79 ( 8 )   3601 - 3609   2014年4月（ ISSN:0022-3263 ）

Enantiodivergent Deprotonation/Acylation of alpha-Amino Nitriles

Sasaki Michiko, Takegawa Tomo, Sakamoto Kunihiro, Kotomori Yuri, Otani Yuko, Ohwada Tomohiko, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   52 ( 49 )   12956 - 12960   2013年12月（ ISSN:1433-7851 ）

Chirality transfer in Brook rearrangement-mediated S(E)2 ' solvolytic protonation and its use in estimation of the propensity for racemization of the alpha-lithiocarbanions of the substituents

Sasaki Michiko, Fujiwara Misato, Kotomori Yuri, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

TETRAHEDRON   69 ( 29 )   5823 - 5828   2013年7月（ ISSN:0040-4020 ）

Synthetic Potential of Configurationally Unstable Chiral Carbanions

Sasaki Michiko, Takeda Kei

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   71 ( 2 )   136 - 148   2013年2月（ ISSN:0037-9980 ）

Synthetic Potential of Configurationally Unstable Chiral Carbanions

Sasaki Michiko, Takeda Kei

SYNLETT   ( 15 )   2153 - 2164   2012年9月（ ISSN:0936-5214 ）

Enantioselective trapping of an alpha-chiral carbanion of acyclic nitrile by a carbon electrophile

Sasaki Michiko, Takegawa Tomo, Ikemoto Hidaka, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

CHEMICAL COMMUNICATIONS   48 ( 23 )   2897 - 2899   2012年（ ISSN:1359-7345 ）

Steric Course of the Electrophilic Substitution of a Lithiocarbanion Generated from (S,E)-1-Phenylbut-2-en-1-yl Diisopropylcarbamate and Solvent Effects

Ikemoto Hidaka, Sasaki Michiko, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY   ( 32 )   6553 - 6557   2011年11月（ ISSN:1434-193X ）

Enantioselective Synthesis of Siloxyallenes from Alkynoylsilanes by Reduction and a Brook Rearrangement and Their Subsequent Trapping in a [4+2] Cycloaddition

Sasaki Michiko, Kondo Yasuhiro, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   50 ( 28 )   6375 - 6378   2011年（ ISSN:1433-7851 ）

Solvent Effects on the Steric Course of the [2,3]-Wittig Rearrangement of (S,E)-[3-(Allyloxy)prop-1-ene-1,3-diyl]dibenzene and Derivatives

Ikemoto Hidaka, Sasaki Michiko, Takeda Kei

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY   ( 34 )   6643 - 6650   2010年12月（ ISSN:1434-193X ）

Formal Total Syntheses of (+)-Prelaureatin and (+)-Laurallene by Diastereoseleetive Brook Rearrangement-Mediated [3+4] Annulation

Sasaki Michiko, Oyamada Kazuhisa, Takeda Kei

JOURNAL OF ORGANIC CHEMISTRY   75 ( 11 )   3941 - 3943   2010年6月（ ISSN:0022-3263 ）

DEVELOPMENT OF EPOXYSILANE REARRANGEMENT AND ITS APPLICATION TO CHIRALITY TRANSFER

Sasaki Michiko, Ikemoto Hidaka, Takeda Kei

HETEROCYCLES   78 ( 12 )   2919 - 2941   2009年12月（ ISSN:0385-5414 ）

[2,3]-Wittig Rearrangement of Enantiomerically Enriched 3-Substituted 1-Propenyloxy-1-phenyl-2-propen-1-yl Carbanions: Effect of Heteroatoms and Conjugating Groups on Planarization of an alpha-Oxy-Benzylcarbanion through a Double Bond

Sasaki Michiko, Ikemoto Hidaka, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

CHEMISTRY-A EUROPEAN JOURNAL   15 ( 18 )   4663 - 4666   2009年（ ISSN:0947-6539 ）

Stereoselective S(E)2 ' Protonation of alpha-Hydroxyallylsilanes Mediated by a Brook Rearrangement

Sasaki Michiko, Shirakawa Yuri, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

CHEMISTRY-A EUROPEAN JOURNAL   15 ( 14 )   3363 - 3366   2009年（ ISSN:0947-6539 ）

Development and synthetic application of epoxysilane rearrangement

Sasaki Michiko

YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN   128 ( 8 )   1169 - 1177   2008年8月（ ISSN:0031-6903 ）

Chirality transfer from epoxide to carbanion: Base-induced alkylation of O-carbamoyl cyanohydrins of beta-silyl-alpha,beta-epoxy aldehyde

Sasaki Michiko, Kawanishi Eiji, Shirakawa Yuri, Kawahata Masatoshi, Masu Hyuma, Yamaguchi Kentaro, Takeda Kei

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY   ( 18 )   3061 - 3064   2008年6月（ ISSN:1434-193X ）

Diastereoselective brook rearrangement-mediated [3+4] annulation: Application to a formal synthesis of (+)-laurallene

Sasaki Michiko, Hashimoto Azusa, Tanaka Koudal, Kawahata Masatoshi, Yamaguchi Kentaro, Takeda Kei

ORGANIC LETTERS   10 ( 9 )   1803 - 1805   2008年5月（ ISSN:1523-7060 ）

Tandem epoxysilane rearrangement/Wittig-type reactions using gamma-phosphinoyl- and gamma-phosphonio-alpha,beta-epoxysilane

Sasaki Michiko, Horai Mal, Takeda Kei

TETRAHEDRON LETTERS   47 ( 52 )   9271 - 9273   2006年12月（ ISSN:0040-4039 ）

Epoxysilane rearrangement: Mechanistic studies and synthetic applications

Sasaki Michiko, Takeda Kei

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   64 ( 11 )   1148 - 1158   2006年11月（ ISSN:0037-9980 ）

Epoxysilane rearrangement induced by a carbanion generated by conjugate addition of enolates of chloroacetate and alpha-chloroacetamides: formation of functionalized cyclopropane derivatives.

Okamoto N, Sasaki M, Kawahata M, Yamaguchi K, Takeda K

Organic letters   8 ( 9 )   1889 - 1891   2006年4月（ ISSN:1523-7060 ）

Asymmetric [2,3]-Wittig rearrangement induced by a chiral carbanion whose chirality was transferred from an epoxide.

Sasaki M, Higashi M, Masu H, Yamaguchi K, Takeda K

Organic letters   7 ( 26 )   5913 - 5915   2005年12月（ ISSN:1523-7060 ）

Gamma-p-toluenesulfonyl-alpha,beta-epoxysilane: a new and practical acrolein beta-anion equivalent.

Sasaki M, Takeda K

Organic letters   6 ( 26 )   4849 - 4851   2004年12月（ ISSN:1523-7060 ）

Stereoselective construction of eight-membered oxygen heterocycles by Brook rearrangement-mediated [3 + 4] annulation.

Sawada Y, Sasaki M, Takeda K

Organic letters   6 ( 13 )   2277 - 2279   2004年6月（ ISSN:1523-7060 ）

Tandem base-promoted ring-opening/Brook rearrangement/allylic alkylation of O-silyl cyanohydrins of beta-silyl-alpha,beta-epoxyaldehyde: scope and mechanism.

Sasaki M, Kawanishi E, Nakai Y, Matsumoto T, Yamaguchi K, Takeda K

The Journal of organic chemistry   68 ( 24 )   9330 - 9339   2003年11月（ ISSN:0022-3263 ）

Tandem base-promoted ring opening/brook rearrangement/allylic alkylation of O-silyl cyanohydrins of beta-silyl-alpha,beta-epoxyaldehydes.

Takeda K, Kawanishi E, Sasaki M, Takahashi Y, Yamaguchi K

Organic letters   4 ( 9 )   1511 - 1514   2002年5月（ ISSN:1523-7060 ）

Enantioselective Deprotonation-Substitution of α-Chelating Group-Substituted Nitriles

44th National Organic Symposium, University of Maryland, College Park, MD, USA．  

Formation of α-Keto Amides from α-Siloxy-N- Silylketenimines via Air Oxidation

44th National Organic Symposium, University of Maryland, College Park, MD, USA．  

Reactivity and Configurational Stability of α-Nitrile Carbanions

10th International Symposium on Carbanion Chemistry, Kyoto．  

Tandem Reactions Induced by Enantioselective Reduction by Lithium Amide

10th International Symposium on Carbanion Chemistry, Kyoto．  

Generation and Trapping of N-Silyl Ketene Imines at Low Temperature

10th International Symposium on Carbanion Chemistry, Kyoto．  

Enantiodivergent Deprotonation–Benzoylation of α-Amino Nitriles

43rd National Organic Chemistry Symposium,Seattle, Washington, USA．  

Synthesis of α-Silylamines by Enantioselective Reduction of α-Silylimine

43rd National Organic Chemistry Symposium, Seattle, Washington, USA．  

Generation and Trapping of N-Silyl Ketenimins at Low Temperature

43rd National Organic Chemistry Symposium, Seattle, Washington, USA．  

Enantioselective Trapping of Chiral α-Nitrile Carbanions

12th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12), Kyoto．  

Mechanistic Study of Stereoselective SE2' Protonation of α-Hydroxy Allyl Silanes

12th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-12), Kyoto．  

Enantioselective trapping of an α-chiral carbanion of acyclic nitrile by a carbon electrophile

19th International Conference on Organic Synthesis, Melbourne, Australia．  

Evaluation of the configurational stability of carbanions next to conjugating electron-withdrawing groups

19th International Conference on Organic Synthesis, Melbourne, Australia．  

Enantioselective Synthesis of Allenes via Tandem Enantioselective Reduction/Brook Rearrangement

10th International Symposium on Organic Reactions, Yokohama．  

Chiral Organolithiums Next to a Conjugative Electron-Withdrawing Group: Their Configurational Stability and Enantioselective Trapping by an Electrophile

The 242nd National Meeting of the American Chemical Society, Denver, Colorado, USA.  

Chiral Organolithiums Next to a Conjugative Electron-Withdrawing Group: Their Configurational Stability and Enantioselective Trapping by an Electrophile

The 242nd National Meeting of the American Chemical Society (Sci-Mix), Denver, Colorado, USA.  

Enantioselective Synthesis of Siloxyallenes from Alkynoylsilanes Via Tandem Enantioselective Reduction/Brook Rearrangement and Their Subsequent Trapping by [4 + 2] Cycloaddition

42nd National Organic Chemistry Symposium, Princeton University, Princeton, NJ, USA  

Enantioselective Generation of Mesomerically-Stabilized Lithiocarbanions and Evaluation of Their Configurational Stability

42nd National Organic Chemistry Symposium, Princeton University, Princeton, NJ, USA  

Enantioselective Synthesis of Siloxyallenes from Alkynylacylsilanes via Tandem Enantioselective Reduction/Brook rearrangement

22nd International Symposium on Chirality (Chirality 2010; ISCD-22), Sapporo.  

Solvent Effects on the Configurational Stability of Chiral Carbanions

22nd International Symposium on Chirality (Chirality 2010; ISCD-22), Sapporo.  

Effects of Solvents on the Trapping of Chiral Carbanions by [2,3]-Wittig Rearrangement

11th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-11), Kyoto．  

Use of a Brook Rearrangement-Mediated [3 + 4] Annulation Toward the Total Synthesis of (+)-Prelaureatin

41st National Organic Chemistry Symposium, the University of Colorado, Boulder, CO, USA．  

Trapping of Chiral Carbanions by [2,3]-Wittig Rearrangement: Effect of Heteroatoms and Conjugating Groups

41st National Organic Chemistry Symposium, the University of Colorado, Boulder, CO, USA．  

Trapping of Chiral Carbanions by [2,3]-Wittig Rearrangement

The 236th National Meeting of the American Chemical Society (Sci-Mix), Philadelphia, PA, USA．  

Chirality Transfer from Epoxide to Carbanion: Base-induced Alkylation of O-Carbamoyl Cyanohydrins of β-Silyl-α,β-epoxyaldehyde

The 236th National Meeting of the American Chemical Society, Philadelphia, PA, USA．  

Trapping of Chiral Carbanions by [2,3]-Wittig Rearrangement

The 236th National Meeting of the American Chemical Society, Philadelphia, PA, USA．  

Chirality Transfer from Epoxide to α-Nitrile Allylic Carbanion via Epoxysilane Rearrangement

40th National Organic Chemistry Symposium, Duke University, Durham, NC, USA．  

Formal Synthesis of Laurallene Using Brook Rearrangement-Mediated [3 + 4] Annulation

40th National Organic Chemistry Symposium, Duke University, Durham, NC, USA．  

Enantioselective [2,3]-Wittig Rearrangement Featuring Chirality Transfer from Epoxide

39th National Organic Chemistry Symposium, Salt Lake City, UT, USA．  

γ-Sulfonyl-α,β-Epoxysilane: A New Versatile Acrolein β-Anion Equivalent

15th International Conference on Organic Synthesis (ICOS-15), Nagoya．  

Alkylation of Metalated O-Protected Cyanohydrins of β－Silyl-α,β-epoxyaldehydes: Scope and Mechanism

9th International Kyoto Conference on New Aspects of Organic Chemistry (IKCOC-9), Kyoto．  

Chirality Transfer from Epoxide to Carbanion: Alkylation of Metalated O-Protected Cyanohydrins of β-Silyl-α,β-epoxyaldehydes

19th International Congress of Heterocyclic Chemistry, Fort Collins, USA．  

Alkylation of Metalated O-Silyl Cyanohydrins of β-Silyl-α,β-epoxyaldehydes via Tandem Ring Opening-Brook Rearrangement-Allylic Rearrangement

18th International Congress of Heterocyclic Chemistry, Yokohama．  

立体化学的に不安定なキラルカルバニオンの合成化学への展開開

2012年4月 - 2016年3月

新規1,n-双極子活性種発生法の開発および合成反応への展開

2012年4月 - 2015年3月

不安定活性種を利用する新規合成反応の開発

2012年4月

多官能性求核的カルベンの創生と不斉反応への展開

2010年4月 - 2013年3月

アレン類のエナンチオ選択的合成法の開発とその合成反応としての展開

2010年4月 - 2013年3月

米国マサチューセッツ工科大学化学科留学

2010年4月 - 2011年3月

連続的炭素-炭素結合形成反応を機軸とする含八員環天然有機化合物の合成研究

2008年4月 - 2010年3月

共役性電子求引基の隣接位におけるキラルカルバニオンの発生と捕捉

2008年4月 - 2010年3月

エポキシドからの遠隔位不斉転写を利用するタンデム反応の開発

2008年4月

連続反応におけるキラルカルバニオンの立体制御

2007年4月 - 2010年3月

エポキシシランを不斉源とする新規不斉転写反応の開発研究

2007年4月

Chirality Transfer from Epoxide to α-Nitrile Allylic Carbanion via Epoxysilane Rearrangement

2006年4月

エポキシドからカルバニオンへの不斉転写反応の開発

2005年4月 - 2006年3月

Enantioselective [2,3]-Wittig Rearrangement Featuring Chirality Transfer from Epoxide

2005年4月