Zinc-Catalyzed Silylation of Terminal Alkynes

A rapid and high-yielding silylation of terminal alkynes employing TMSOTf and catalytic quantities of Zn(OTf)2 has been developed. The reaction works well for a variety of substrates including reactive esters. Fifteen examples with yields of >90% are reported.

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Bibliographic Details
Published in:Journal of organic chemistry 2008-04, Vol.73 (7), p.2912-2915
Main Authors: Rahaim, Ronald J, Shaw, Jared T
Format: Article
Language:English
Subjects:
Aliphatic compounds
Alkynes - chemistry
Catalysis
Chemistry
Exact sciences and technology
Molecular Structure
Organic chemistry
Organometallic Compounds - chemistry
Organosilicon Compounds - chemical synthesis
Organosilicon Compounds - chemistry
Preparations and properties
Stereoisomerism
Zinc - chemistry
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Description
Summary:A rapid and high-yielding silylation of terminal alkynes employing TMSOTf and catalytic quantities of Zn(OTf)2 has been developed. The reaction works well for a variety of substrates including reactive esters. Fifteen examples with yields of >90% are reported.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo702557d