Volume 26, Issue 19
Preparative Organic Chemistry
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ChemInform Abstract: Double Asymmetric Induction in Intramolecular C-H Insertion Reactions of α-Diazo β-Keto Esters.

S. HASHIMOTO

S. HASHIMOTO

Fac. Pharm. Sci., Teikyo Univ., Sagamiko, Kanagawa 199-01, Japan

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N. WATANABE

N. WATANABE

Fac. Pharm. Sci., Teikyo Univ., Sagamiko, Kanagawa 199-01, Japan

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K. KAWANO

K. KAWANO

Fac. Pharm. Sci., Teikyo Univ., Sagamiko, Kanagawa 199-01, Japan

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S. IKEGAMI

S. IKEGAMI

Fac. Pharm. Sci., Teikyo Univ., Sagamiko, Kanagawa 199-01, Japan

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First published: May 9, 1995

Abstract

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ChemInform Abstract

A new double asymmetric induction in C-C bond formation is achieved by using a homochiral rhodium catalyst in combination with a chiral ester group in the diazo keto esters (I) or (IV). Optically active 3- substituted cyclopentanones such as (III) or (VI) are obtained with up to 80% e.e. by using the neomenthyl esters (Ib) or (IV).

chemical structure image

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