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Defunctionalization of γ‐Alkylidene‐α‐hydroxybutenolides by Palladium(0)‐Catalyzed Reaction of Enol Triflates with Hexylboronic Acid
Author(s) -
Ahmed Zafar,
Langer Peter
Publication year - 2006
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.200500723
Subject(s) - chemistry , transmetalation , enol , reductive elimination , palladium , oxidative addition , hydride , catalysis , organic chemistry , medicinal chemistry , combinatorial chemistry , metal
The Suzuki reaction of hexylboronic acid with enol triflates derived from γ‐alkylidene‐α‐hydroxybutenolides resulted in reductive formation of α‐unsubstituted γ‐alkylidenebutenolides. The formation of the products can be explained based on an “oxidative addition/transmetalation/β‐hydride elimination/reductive elimination” mechanism. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)