Ylide-Mediated Bis-Cyclopropane Formation: A Reversal in Substrate-Mediated Facial Selectivity

Abstract

The substrate-based stereocontrol observed in the sulfur ylide mediated cyclopropanation of cis-β-cyclopropyl-α,β-unsaturated esters is complementary to that observed with zine-carbenoids. The selectivity for preparation of the cis-syn-trans-bis-cyclopropane, although modest, is superior to previous substrate and reagent-mediated processes.

Department

Chemistry

Publication Date

11-11-1996

Journal Title

Tetrahedron Letters

Publisher

Elsevier

Digital Object Identifier (DOI)

10.1016/0040-4039(96)01907-7

Document Type

Article

Rights

Copyright © 1996, Elsevier

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