Gold‐Catalyzed Oxidative Ring Expansions and Ring Cleavages of Alkynylcyclopropanes by Intermolecular Reactions Oxidized by Diphenylsulfoxide | Zendy

Li ChiaWen | Zendy; Pati Kamalkishore | Zendy; Lin GuanYou | Zendy; Sohel Shariar Md. Abu | Zendy; Hung HsiaoHua | Zendy; Liu RaiShung | Zendy

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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.

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