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Journal of the American Chemical Society DOI:10.1021/ja202012s

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

Publication TypeJournal Article
Year of Publication2011
AuthorsWang, Y, Jimenez, M, Hansen, AS, Raiber, EA, Schreiber, SL, Young, DW
JournalJournal of the American Chemical Society
Volume133
Issue24
Pages9196-9
Date Published2011/06/22
ISSN0002-7863
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.

URLhttp://dx.doi.org/10.1021/ja202012s
DOI10.1021/ja202012s
Pubmed

http://www.ncbi.nlm.nih.gov/pubmed/21557625?dopt=Abstract