Reactions of bridgehead halides. A synthesis of modhephene, isomodhephene, and epi-modhephene

Thumbnail Image
Supplemental Files
Date
1991-06-01
Authors
Shi, Jianmin
Major Professor
Advisor
Committee Member
Journal Title
Journal ISSN
Volume Title
Publisher
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.

Series Number
Journal Issue
Is Version Of
Versions
Series
Academic or Administrative Unit
Type
article
Comments

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

Rights Statement
Copyright
Tue Jan 01 00:00:00 UTC 1991
Funding
DOI
Supplemental Resources
Collections