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A Mild Method for the Preparation of γ‐Hydroxy‐α,β‐Acetylenic Esters
Author(s) -
Shahi Shatrughan P.,
Koide Kazunori
Publication year - 2004
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200353400
Subject(s) - alkynylation , chemistry , scheme (mathematics) , base (topology) , combinatorial chemistry , organic chemistry , catalysis , mathematics , mathematical analysis
The beauty of silver has been demonstrated in the alkynylation of functionalized aldehydes and ketones. Silver acetylides of alkynyl propiolates undergo addition to carbonyl compounds in the presence of [Cp 2 ZrCl 2 ] and AgOTf (see scheme) in a reaction that is compatible with both base‐sensitive and acid‐sensitive functional groups. Tf=trifluoromethanesulfonyl.