Volume 25, Issue 35
Preparative Organic Chemistry
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ChemInform Abstract: Diastereotopic Group Selective Intramolecular Conjugate Addition of 4-( 2-Hydroxyethyl)-p-quinol Derivatives: Synthesis of the Optically Pure cis-7-Oxabicyclo(4.3.0)non-2-en-4-one Skeleton.

H. FUJIOKA

H. FUJIOKA

Fac. Pharm. Sci., Osaka Univ., Suita, Osaka 565, Japan

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S. KITAGAKI

S. KITAGAKI

Fac. Pharm. Sci., Osaka Univ., Suita, Osaka 565, Japan

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N. OHNO

N. OHNO

Fac. Pharm. Sci., Osaka Univ., Suita, Osaka 565, Japan

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H. KITAGAWA

H. KITAGAWA

Fac. Pharm. Sci., Osaka Univ., Suita, Osaka 565, Japan

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Y. KITA

Y. KITA

Fac. Pharm. Sci., Osaka Univ., Suita, Osaka 565, Japan

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K. MATSUMOTO

K. MATSUMOTO

Fac. Pharm. Sci., Osaka Univ., Suita, Osaka 565, Japan

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First published: August 30, 1994

Abstract

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ChemInform Abstract

The asymmetric syntheses of the optically pure oxabicyclononenone (-)-( Vc), which is a useful intermediate in the synthesis of optically active avermectins, and its enantiomer are carried out by cyclization of the p-quinol derivatives, first studied for the racemic compounds, such as (I) or (IV).

chemical structure image

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