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General and functional group-tolerable approach to allenylsilanes by rhodium-catalyzed coupling between propargylic carbonates and a silylboronate.
MedLine Citation:
PMID:  19908884     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
The Rh-catalyzed coupling reaction between propargylic carbonates and a silylboronate afforded allenylsilanes with different substitution patterns in high yields. The reaction tolerates a variety of functional groups in propargylic carbonates. The reaction of an optically active propargylic carbonate proceeded with excellent chirality transfer with 1,3-anti stereochemistry to give an axially chiral allenylsilane.
Authors:
Hirohisa Ohmiya; Hideto Ito; Masaya Sawamura
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Organic letters     Volume:  11     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2009 Dec 
Date Detail:
Created Date:  2009-12-16     Completed Date:  2010-02-02     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  5618-20     Citation Subset:  -    
Affiliation:
Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan.
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