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One‐Step Addition of Sulfonic Acids to Acetylene Derivatives: An Alternative and Stereoselective Approach to Vinyl Triflates and Fluorosulfonates
Author(s) -
Vasilyev Aleksander V.,
Walspurger Stéphane,
Chassaing Stefan,
Pale Patrick,
Sommer Jean
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700650
Subject(s) - chemistry , stereoselectivity , acetylene , organic chemistry , triflic acid , medicinal chemistry , catalysis
Acetylenic acids and esters as well as acetylenic ketones were efficiently and stereoselectively converted in one step to the corresponding vinyl triflates or fluorosulfonates in triflic or fluorosulfonic acids. Depending on the reaction conditions the E or the Z isomer can be obtained very conveniently in high isolated yields. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)