Volume 22, Issue 16
Heterocyclic Compounds
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ChemInform Abstract: Stereospecific Cyclization of Vinyl Ether Alcohols. Facile Synthesis of (-)-Lardolure.

M. KAINO

M. KAINO

Dep. Appl. Chem., Nagoya Univ., Chikusa, Nagoya 464-01, Japan

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Y. NARUSE

Y. NARUSE

Dep. Appl. Chem., Nagoya Univ., Chikusa, Nagoya 464-01, Japan

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K. ISHIHARA

K. ISHIHARA

Dep. Appl. Chem., Nagoya Univ., Chikusa, Nagoya 464-01, Japan

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H. YAMAMOTO

H. YAMAMOTO

Dep. Appl. Chem., Nagoya Univ., Chikusa, Nagoya 464-01, Japan

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First published: April 23, 1991

Abstract

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ChemInform Abstract

Acetals such as (I) react with triisobutylaluminum to form the elimination prdoucts (II) which are treated with trifluoromethanesulfonic acid anhydride to prepare the cyclic hemiacetals (III). The derivative (IIId) is converted in a six-step synthesis into (-)-lardolure (IV).

chemical structure image

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