Remote asymmetric induction with vinylketene silyl n,o-acetal.

Remote asymmetric induction with vinylketene silyl n,o-acetal. Research Abstract Details 

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Remote asymmetric induction with vinylketene silyl n,o-acetal. Abstract Text:

Shin-Ichi Shirokawa,Masato Kamiyama,Tomoaki Nakamura,Masakazu Okada,Atsuo Nakazaki,Seijiro Hosokawa,Susumu Kobayashi,

A highly regio- and diastereoselective TiCl4-mediated vinylogous Mukaiyama aldol reaction using the chiral vinylketene silyl N,O-acetal has been developed. The present vinylogous Mukaiyama aldol reaction provides a unique and effective means of controlling remote asymmetric induction. The methyl group at the alpha-position is important in achieving a high level of stereoselectivity. From a synthetic point of view, this methodology can provide a one-step construction of delta-hydroxy-alpha,gamma-dimethyl-alpha,beta-unsaturated carbonyl unit that is seen in many natural polyketide products.

Remote asymmetric induction with vinylketene silyl n,o-acetal. Publishing Authors By Initials

S Shirokawa,M Kamiyama,T Nakamura,M Okada,A Nakazaki,S Hosokawa,S Kobayashi,

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Remote asymmetric induction with vinylketene silyl n,o-acetal. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of the American Chemical Society

VOLUME: 126

Page Numbers: 13604-5

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 27

MONTH: Oct

YEAR: 2004

Remote asymmetric induction with vinylketene silyl n,o-acetal. Information

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LANGUAGE: eng

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Grant and Affiliation Information for Remote asymmetric induction with vinylketene silyl n,o-acetal.

AFFILIATION: Faculty of Pharmaceutical Sciences, Tokyo University of Science (RIKADAI), 2641 Yamazaki, Nodashi, Chiba 278-8510, Japan.

Country: United States

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MEDLINETA: J Am Chem Soc

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