Highly Enantioselective Michael Addition of Silyl Nitronates to α,β-Unsaturated Aldehydes Catalyzed by Designer Chiral Ammonium Bifluorides:  Efficient Access to Optically Active γ-Nitro Aldehydes and Their Enol Silyl Ethers

Takashi Ooi; Kanae Doda; Keiji Maruoka

doi:10.1021/ja0352810

Highly Enantioselective Michael Addition of Silyl Nitronates to α,β-Unsaturated Aldehydes Catalyzed by Designer Chiral Ammonium Bifluorides: Efficient Access to Optically Active γ-Nitro Aldehydes and Their Enol Silyl Ethers

Journal of the American Chemical Society ◽

10.1021/ja0352810 ◽

2003 ◽

Vol 125 (30) ◽

pp. 9022-9023 ◽

Cited By ~ 73

Author(s):

Takashi Ooi ◽

Kanae Doda ◽

Keiji Maruoka

Keyword(s):

Michael Addition ◽

Optically Active ◽

Silyl Ethers ◽

Unsaturated Aldehydes ◽

Silyl Nitronates ◽

Efficient Access ◽

Enol Silyl Ethers

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Highly Enantioselective Michael Addition of Silyl Nitronates to α,β-Unsaturated Aldehydes Catalyzed by Designer Chiral Ammonium Bifluorides: Efficient Access to Optically Active γ-Nitro Aldehydes and Their Enol Silyl Ethers.

ChemInform ◽

10.1002/chin.200345033 ◽

2003 ◽

Vol 34 (45) ◽

Author(s):

Takashi Ooi ◽

Kanae Doda ◽

Keiji Maruoka

Keyword(s):

Michael Addition ◽

Optically Active ◽

Silyl Ethers ◽

Unsaturated Aldehydes ◽

Silyl Nitronates ◽

Efficient Access ◽

Enol Silyl Ethers

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Asymmetric Michael addition of silyl nitronates to cyclic α,β-unsaturated ketones catalyzed by chiral quaternary ammonium bifluorides: isolation and selective functionalization of enol silyl ethers of optically active γ-nitro ketones

Tetrahedron Letters ◽

10.1016/j.tetlet.2005.10.154 ◽

2006 ◽

Vol 47 (2) ◽

pp. 145-148 ◽

Cited By ~ 29

Author(s):

Takashi Ooi ◽

Kanae Doda ◽

Saki Takada ◽

Keiji Maruoka

Keyword(s):

Michael Addition ◽

Quaternary Ammonium ◽

Optically Active ◽

Silyl Ethers ◽

Unsaturated Ketones ◽

Selective Functionalization ◽

Silyl Nitronates ◽

Asymmetric Michael Addition ◽

Enol Silyl Ethers

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Asymmetric Michael Addition of Silyl Nitronates to Cyclic α,β-Unsaturated Ketones Catalyzed by Chiral Quaternary Ammonium Bifluorides: Isolation and Selective Functionalization of Enol Silyl Ethers of Optically Active γ-Nitro Ketones.

ChemInform ◽

10.1002/chin.200617066 ◽

2006 ◽

Vol 37 (17) ◽

Author(s):

Takashi Ooi ◽

Kanae Doda ◽

Saki Takada ◽

Keiji Maruoka

Keyword(s):

Michael Addition ◽

Quaternary Ammonium ◽

Optically Active ◽

Silyl Ethers ◽

Unsaturated Ketones ◽

Selective Functionalization ◽

Silyl Nitronates ◽

Asymmetric Michael Addition ◽

Enol Silyl Ethers

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Enantioselective Addition of Enol Silyl Ethers to Imines Catalyzed by Palladium Complexes: A Novel Way to Optically Active Acylalanine Derivatives

Journal of the American Chemical Society ◽

10.1021/ja973962n ◽

1998 ◽

Vol 120 (10) ◽

pp. 2474-2475 ◽

Cited By ~ 166

Author(s):

Emiko Hagiwara ◽

Akio Fujii ◽

Mikiko Sodeoka

Keyword(s):

Palladium Complexes ◽

Optically Active ◽

Silyl Ethers ◽

Enantioselective Addition ◽

Enol Silyl Ethers

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ChemInform Abstract: Organotin Triflate as Practical Catalyst for Michael Addition of Enol Silyl Ethers.

ChemInform ◽

10.1002/chin.199211092 ◽

2010 ◽

Vol 23 (11) ◽

pp. no-no

Author(s):

T. SATO ◽

Y. WAKAHARA ◽

J. OTERA ◽

H. NOZAKI

Keyword(s):

Michael Addition ◽

Silyl Ethers ◽

Enol Silyl Ethers

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ChemInform Abstract: Enantioselective Addition of Enol Silyl Ethers to Imines Catalyzed by Palladium Complexes: A Novel Way to Optically Active Acylalanine Derivatives.

ChemInform ◽

10.1002/chin.199829239 ◽

2010 ◽

Vol 29 (29) ◽

pp. no-no

Author(s):

E. HAGIWARA ◽

A. FUJII ◽

M. SODEOKA

Keyword(s):

Palladium Complexes ◽

Optically Active ◽

Silyl Ethers ◽

Enantioselective Addition ◽

Enol Silyl Ethers

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Highly enantioselective Michael addition of 1,3-dicarbonyl compounds to nitroalkenes catalyzed by designer chiral BINOL–quinine–squaramide: efficient access to optically active nitro-alkanes and their isoxazole derivatives

Tetrahedron Asymmetry ◽

10.1016/j.tetasy.2013.08.010 ◽

2013 ◽

Vol 24 (20) ◽

pp. 1276-1280 ◽

Cited By ~ 33

Author(s):

Bin Liu ◽

Xin Han ◽

Ze Dong ◽

Hao Lv ◽

Hai-Bing Zhou ◽

...

Keyword(s):

Michael Addition ◽

Optically Active ◽

Dicarbonyl Compounds ◽

Efficient Access ◽

Isoxazole Derivatives

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Organotin triflate as practical catalyst for Michael addition of enol silyl ethers

Tetrahedron ◽

10.1016/s0040-4020(01)80717-1 ◽

1991 ◽

Vol 47 (47) ◽

pp. 9773-9782 ◽

Cited By ~ 45

Author(s):

Tsuneo Sato ◽

Yoshiyuki Wakahara ◽

Junzo Otera ◽

Hitosi Nozaki

Keyword(s):

Michael Addition ◽

Silyl Ethers ◽

Enol Silyl Ethers

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ChemInform Abstract: Highly Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to Nitroalkenes Catalyzed by Designer Chiral BINOL-Quinine-Squaramide: Efficient Access to Optically Active Nitro-Alkanes and Their Isoxazole Derivatives.

ChemInform ◽

10.1002/chin.201422023 ◽

2014 ◽

Vol 45 (22) ◽

pp. no-no

Author(s):

Bin Liu ◽

Xin Han ◽

Ze Dong ◽

Hao Lv ◽

Hai-Bing Zhou ◽

...

Keyword(s):

Michael Addition ◽

Optically Active ◽

Dicarbonyl Compounds ◽

Efficient Access ◽

Isoxazole Derivatives

Download Full-text

ChemInform Abstract: SYNTHESIS VIA SILYL ALKENYL ETHERS. XIV. A KETONE-ENONE CONVERSION VIA THE REACTION OF ENOL SILYL ETHERS WITH DDQ

Chemischer Informationsdienst ◽

10.1002/chin.197850146 ◽

1978 ◽

Vol 9 (50) ◽

Author(s):

I. RYU ◽

S. MURAI ◽

Y. HATAYAMA ◽

N. SONODA

Keyword(s):

Silyl Ethers ◽

Enol Silyl Ethers

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