Olefin Cross-Metathesis in the Preparation of Polycyclopropanes: Formal Synthesis of FR-900848

Abstract

Olefin cross-metathesis was used for the efficient incorporation of an E-olefin between two cyclopropane residues. The generation of a bis-cyclopropyl alkene homodimer, followed by cross metathesis with a terminal vinyl polycyclopropane, provided excellent yields of the targeted compounds with good olefin stereoselectivity. The strategy was applied to generation of a quinta-cyclopropane intermediate found in a previous synthesis of the natural product FR-900848.

Department

Chemistry

Publication Date

11-4-2000

Journal Title

Tetrahedron Letters

Publisher

Elsevier

Digital Object Identifier (DOI)

10.1016/S0040-4039(00)01568-9

Document Type

Article

Rights

Copyright © 2000, Elsevier

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