Journal
TETRAHEDRON
Volume 67, Issue 14, Pages 2670-2675Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.01.067
Keywords
Regioselectivity; Green chemistry; Organometallic reagents; Addition; Enones
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Funding
- Austrian Ministry of Education
- Spanish Ministry of Education and Science [CTQ2009-11801]
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Very high regioselective 1,2-addition of organolithiums to alpha,beta-unsaturated carbonyl-like compounds (ketones, aldehydes, and imines) in the presence of LiBr was achieved by carrying out reactions in the sustainable solvent 2-methyltetrahydrofuran. Excellent yields (in isolated product) of allylic alcohols and allylic amines were recovered under a simple experimental procedure at 0 degrees C. (C) 2011 Elsevier Ltd. All rights reserved.
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