Control of olefin geometry in macrocyclic ring-closing metathesis using a removable silyl group.

J Am Chem Soc
Authors
Keywords
Abstract

Introducing a silyl group at one of the internal olefin positions in diolefinic substrates results in E-selective olefin formation in macrocyclic ring-forming metathesis. The application of this method to a range of macrocyclic (E)-alkenylsiloxanes is described. Protodesilylation of alkenylsiloxane products yields novel Z-configured macrocycles.

Year of Publication
2011
Journal
J Am Chem Soc
Volume
133
Issue
24
Pages
9196-9
Date Published
2011 Jun 22
ISSN
1520-5126
DOI
10.1021/ja202012s
PubMed ID
21557625
Links
Grant list
P50 GM069721 / GM / NIGMS NIH HHS / United States
Howard Hughes Medical Institute / United States