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.
Department
Chemistry
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
Recommended Citation
Preparation of the Zaragozic Acid Core through Rearrangement of an Oxonium Ylide, Brogan, J. B.; Zercher, C. K., Tetrahedron Lett. 1998, 39, 1691-1694.
Rights
Copyright © 1998, Elsevier