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Stereoselective Preparation and Reactions of Cycloalkylzinc Compounds
Author(s) -
Micouin Laurent,
Oestreich Martin,
Knochel Paul
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199702451
Subject(s) - hydroboration , chemistry , reagent , stereoselectivity , boron , zinc , combinatorial chemistry , walden inversion , organic chemistry , catalysis
Configurationally well‐defined cycloalkylzinc compounds ( 1 ) were prepared for the first time olefins by hydroboration and subsequent boron–zinc exchange with i Pr 2 Zn. The resulting secondary alkylzinc reagents are configurationally stable and can be allylated or alkynylated stereoselectively in the presence of CuCN · 2LiCl with retention of configuration (see the example below).