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Borylcyanocuprate in a One‐Pot Carboboration by a Sequential Reaction with an Electron‐Deficient Alkyne and an Organic Carbon Electrophile
Author(s) -
Okuno Yuri,
Yamashita Makoto,
Nozaki Kyoko
Publication year - 2011
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.201005667
Subject(s) - electrophile , alkyne , lithium (medication) , chemistry , carbon fibers , organic synthesis , medicinal chemistry , combinatorial chemistry , organic chemistry , materials science , catalysis , biology , composite number , composite material , endocrinology
A key reactive species , lithium borylcyanocuprate, was isolated and fully characterized in a one‐pot carboboration of alkynes. The carboboration involves a boryllithium, CuCN⋅2 LiCl, an ester‐substituted alkyne, and an organic electrophile (see scheme). By changing the reaction temperature, the syn / anti ratio of the carboborated products can also be changed.