Stereochemical Control in Intramolecular Ene Reactions of Crotyl Propargyl Ether Systems
- 5 December 1987
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 16 (12) , 2347-2350
- https://doi.org/10.1246/cl.1987.2347
Abstract
Stereochemical features are described of the title reactions leading to the γ-alkylidene-β-vinyloxolanes. Of particular interest is the high 1,2-trans diastereoselectivity observed for the (α-alkyl)crotyl and (α,β-dialkyl)crotyl ether systems with methoxycarbonyl group at the acetylenic terminus which remarkably facilitates the ene cyclization.Keywords
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