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A Facile Generation of a Cyclopropylzinc Compound from an Alkenylzinc Derivative and Its Reaction with Electrophiles
Author(s) -
Yachi Kentaro,
Shinokubo Hiroshi,
Oshima Koichiro
Publication year - 1998
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/(sici)1521-3773(19981002)37:18<2515::aid-anie2515>3.0.co;2-d
Subject(s) - cyclopropanation , electrophile , derivative (finance) , yield (engineering) , bromide , chemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , materials science , financial economics , economics , metallurgy
The one‐pot synthesis of cyclopropyl compounds from 1‐alkynes has been achieved by direct cyclopropanation of a 1‐alkenylzinc species upon treatment with iodomethylzinc and trapping of the cyclopropylzinc intermediate with allyl bromide in the presence of CuCN⋅2 LiCl (see reaction scheme). This method proceeds under mild conditions and in good yield.