Title

Preparation of the Zaragozic Acid Core through Rearrangement of an Oxonium Ylide

Abstract

The diastereoselective formation of a 2,8-dioxabicyclo[3.2.1]octane skeleton was accomplished through the generation and rearrangement of a bicyclic oxonium ylide. The skeleton which was formed is common to the zaragozic acid family and possesses appropriate functionality for further manipulation. The study also revealed the first example of an exocyclic 2,3-shift from a acetal-derived oxonium ylide.

Publication Date

3-26-1998

Journal Title

Tetrahedron Letters

Publisher

Elsevier

Digital Object Identifier (DOI)

10.1016/S0040-4039(98)00127-0

Document Type

Article

Rights

Copyright © 1998, Elsevier