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Gold‐Catalyzed Oxidative Ring Expansions and Ring Cleavages of Alkynylcyclopropanes by Intermolecular Reactions Oxidized by Diphenylsulfoxide
Author(s) -
Li ChiaWen,
Pati Kamalkishore,
Lin GuanYou,
Sohel Shariar Md. Abu,
Hung HsiaoHua,
Liu RaiShung
Publication year - 2010
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.201004647
Subject(s) - intermolecular force , ring (chemistry) , catalysis , oxidative phosphorylation , chemistry , medicinal chemistry , stereochemistry , organic chemistry , molecule , biochemistry
A golden opportunity : A novel gold‐catalyzed oxidative ring‐expansion of unactivated cyclopropylalkynes using Ph 2 SO has been developed (see scheme). For substrates bearing a donor group at the cyclopropane ring, preliminary results reveal a distinct cleavage of the cyclopropane unit; such a ring cleavage is further applicable to the synthesis of 2 H ‐pyrans. L=P( t Bu) 2 ( o ‐biphenyl), Tf=triflate.