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Ring-Closing Metathesis with Vicinal Dibromoalkenesas Protected Alkynes: A Synthetic Approach to Macrocyclic Enynes.

Authors :
Sedef Karabiyikoglu
Robert G. Iafe
Craig A. Merlic
Source :
Organic Letters. Nov2015, Vol. 17 Issue 21, p5248-5251. 4p.
Publication Year :
2015

Abstract

A new strategy toaccess macrocyclic enynes was developed. To blockundesired ene–yne cyclization pathways, alkynes were protectedvia bromination and the resultant acyclic vic-(E)-dibromotrienes participated in selective ene–enering closing metathesis reactions. Zinc-promoted deprotection of (E)-dibromodienes provided macrocyclic enynes in high yields. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
15237060
Volume :
17
Issue :
21
Database :
Academic Search Index
Journal :
Organic Letters
Publication Type :
Academic Journal
Accession number :
110803406
Full Text :
https://doi.org/10.1021/acs.orglett.5b02595