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Studies on the Cu(I)-catalyzed regioselective anti-carbometallation of secondary terminal propargylic alcohols.
MedLine Citation:
PMID:  16555817     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
A highly regioselective Cu(I)-catalyzed anti-carbometallation of secondary terminal propargylic alcohols with 1 degrees alkyl or aryl Grignard reagents affording 2-substituted allylic alcohols was developed. By using this method, optically active allylic alcohols can be prepared from the optically active propargylic alcohols without obvious loss of the enantiopurity. The cyclic organometallic intermediate formed may undergo an iodination or a Pd(0)-catalyzed coupling reaction to afford stereo-defined allylic alcohols.
Authors:
Zhan Lu; Shengming Ma
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  71     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2006 Mar 
Date Detail:
Created Date:  2006-03-24     Completed Date:  2007-01-17     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2655-60     Citation Subset:  -    
Affiliation:
Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang, People's Republic of China.
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