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Alkynoate Synthesis through the Vinylogous Reactivity of Rhodium(II) Carbenoids
Author(s) -
Valette Damien,
Lian Yajing,
Haydek John P.,
Hardcastle Kenneth I.,
Davies Huw M. L.
Publication year - 2012
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.201204047
Subject(s) - carbenoid , rhodium , diastereomer , enol , reactivity (psychology) , chemistry , transformation (genetics) , stereochemistry , organic chemistry , catalysis , biochemistry , alternative medicine , pathology , gene , medicine
Siloxy group migration : A rhodium(II) carbenoid approach has been developed for the synthesis of alkynoates (see scheme). This transformation combines the addition of enol ethers at the vinylogous position of β‐siloxy‐substituted vinyldiazo derivatives with a siloxy group migration to give the products as single diastereomers.