Skip to main content
Article
Reactions of bridgehead halides. A synthesis of modhephene, isomodhephene, and epi-modhephene
The Journal of Organic Chemistry
  • George A. Kraus, Iowa State University
  • Jianmin Shi, Iowa State University
Document Type
Article
Publication Version
Published Version
Publication Date
6-1-1991
DOI
10.1021/jo00013a014
Abstract
A Synthesis of modhephene has been achieved, the key feature of which is the use of a novel nucleophilic addition/rearrangement reaction to develop the carbon framework. Stereochemical control of the stereogenic center bearing the methyl group was accomplished by variation of the hydrogenation conditions. As a byproduct of this work, we have clarified structural assignments of intermediates from previous syntheses.
Comments

Reprinted (adapted) with permission from The Journal of Organic Chemistry, 56(13); 4147-4151. Doi: 10.1021/jo00013a014. Copyright 1991 American Chemical Society.

Copyright Owner
American Chemical Society
Language
en
File Format
application/pdf
Citation Information
George A. Kraus and Jianmin Shi. "Reactions of bridgehead halides. A synthesis of modhephene, isomodhephene, and epi-modhephene" The Journal of Organic Chemistry Vol. 56 Iss. 13 (1991) p. 4147 - 4151
Available at: http://works.bepress.com/george_kraus/86/