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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 17, Number 4
BKCSDE 17(4)
April 20, 1996 

 
Title
Lithium Trimethylalkynylaluminate, A New Chemoselective Alkynylating Agent
Author
Jin Hee Ahn, Tae Bo Sim, Meyoung Ju Joung, Nung Min Yoon*
Keywords
Abstract
Lithium trimethylalkynylaluminates, prepared conveniently by reacting trimethylaluminum with lithium alkynide, readily react with aldehydes and ketones to give the corresponding propargyl alcohols in 70-95% yields. The reaction is highly chemoselective; thus many other functional groups such as amides, nitriles, epoxides and halogen compounds are inert under the reaction conditions. The reagents also show an excellent 1,2-regiospecificity in the reactions with cyclic or acyclic α,β-unsaturated carbonyl compounds.
Page
380 - 384
Full Text
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