Title

Diastereoselective Formation Of An [Eta(4)-(1z)-Sulfinyl Diene]Iron(0) Tricarbonyl Complex. Diastereoselective Allylation Of The Derived Iron Dienal

Document Type

Article

Publication Date

10-29-1996

Published In

Organometallics

Abstract

An enantiomerically pure (1Z,3E)-sulfinyl diene exhibited a high degree of facial selectivity (alpha:beta = 16:1) upon complexation to an iron(0) tricarbonyl fragment, producing a [eta(4)-(1Z)-sulfinyl diene]iron(0) tricarbonyl complex (2; 80%). The iron(0)-dienal complex derived from 2 can undergo a highly diastereoselective allylation with allyltri-n-butylstannane and BF3 . Et(2)O (diastereomer ratio 95:5); the absolute stereochemistry of the homoallylic alcohol product (4) was established by X-ray crystallography.

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