Tandem Transesterification and Diastereoselective Intramolecular Cycloaddition of α-Methoxycarbonylnitrones with Chiral Acyclic Allyl Alcohols
- 1 January 1994
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1994 (08) , 620-622
- https://doi.org/10.1055/s-1994-22948
Abstract
Tandem transesterification and diastereoselective intramolecular 1,3-dipolar cycloaddition of α-methoxycarbonylnitrones (1a-d) with chiral acyclic secondary allyl alcohols [(Z)-2 and (E)-2)] are described. While reactions of 1a-d with (Z)-2 gave 3a-d with high stereoselectivities in excellent yields, 1d bearing (S)-1-phenylethyl group reacted with (E)-2 to give 6d with high selectivity.Keywords
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