A new entry of highly nucleophilic CHBr3aTiCl4aMg system for the stereoselective synthesis of 1-alkenyl bromides

This TiCl4aMg promoted coupling of CHBr3 with various aldehydes and ketones, especially in sterically hindered or enolizable ketones, provides a simple, practical, and stereoselective carbonylabromomethylenation leading primarily to (E)-vinyl bromides.

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Bibliographic Details
Published in:Tetrahedron 2012-06, Vol.68 (24), p.4846-4851
Main Authors: Bhorge, Yeshwant Ramchandra, Chang, Su-Haur, Chang, Cheng-Ta, Yan, Tu-Hsin
Format: Article
Language:English
Subjects:
Aldehydes
Bromides
Carbonyls
Joining
Ketones
Synthesis
Tetrahedrons
Online Access:Get full text
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Description
Summary:This TiCl4aMg promoted coupling of CHBr3 with various aldehydes and ketones, especially in sterically hindered or enolizable ketones, provides a simple, practical, and stereoselective carbonylabromomethylenation leading primarily to (E)-vinyl bromides.
ISSN:0040-4020
DOI:10.1016/j.tet.2012.03.123