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Org Lett DOI:10.1021/ol400134d

Selective access to trisubstituted macrocyclic E- and Z-alkenes from the ring-closing metathesis of vinylsiloxanes.

Publication TypeJournal Article
Year of Publication2013
AuthorsWang, Y, Jimenez, M, Sheehan, P, Zhong, C, Hung, AW, Tam, CPong, Young, DW
JournalOrg Lett
Volume15
Issue6
Pages1218-21
Date Published2013 Mar 15
ISSN1523-7052
KeywordsAlkenes, Catalysis, Chemistry, Organic, Cyclization, Hydrocarbons, Halogenated, Molecular Structure, Siloxanes, Stereoisomerism
Abstract

Macrocyclic (E)-alkenylsiloxanes, obtained from E-selective ring-closing metathesis reactions, can be converted to the corresponding (Z)-alkenyl bromides and (E)-alkenyl iodides allowing access to both E- and Z-trisubstituted macrocyclic alkenes. The reaction conditions and substrate scope of these stereoselective transformations are explored.

URLhttp://dx.doi.org/10.1021/ol400134d
DOI10.1021/ol400134d
Pubmed

http://www.ncbi.nlm.nih.gov/pubmed/23448432?dopt=Abstract

Alternate JournalOrg. Lett.
PubMed ID23448432
Grant ListP50 GM069721 / GM / NIGMS NIH HHS / United States