Volume 22, Issue 21
Natural Products
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ChemInform Abstract: Acylketene Acetals in Organic Synthesis.

C. N. JUN. EID

C. N. JUN. EID

Dep. Chem. Biochem., Univ. Calif., Santa Cruz, CA 95064, USA

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J. P. KONOPELSKI

J. P. KONOPELSKI

Dep. Chem. Biochem., Univ. Calif., Santa Cruz, CA 95064, USA

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First published: May 28, 1991

Abstract

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ChemInform Abstract

Acylketene acetals such as (I) undergo facile organolithium addition (. fwdarw. (III)) and conjugate hydroboration reaction (→ (IV)). The enantiomerically pure acylketene acetal (VI) is employed in the synthesis of the stereoisomers (XII)-(XV) of the Mtpa-ester of the insect pheromone sitophilure (XV).

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