Open AccessThe Copper-Catalyzed Asymmetric Allylic Substitution
Author(s) -
Alexandre Alexakis,
Christophe Malan,
Louise Lea,
Karine TissotCroset,
Damien Polet,
Caroline A. Falciola
Publication year - 2006
Publication title -
chimia
Language(s) - English
Resource type - Journals
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/000942906777674994
Subject(s) - allylic rearrangement , reagent , substitution reaction , halide , catalysis , copper , substitution (logic) , chemistry , conjugate , ligand (biochemistry) , combinatorial chemistry , medicinal chemistry , organic chemistry , mathematics , computer science , mathematical analysis , biochemistry , receptor , programming language
This mini-review discusses the rapidly growing field of asymmetric copper-catalyzed chemistry. Although the allylic substitution has been less studied than the conjugate addition, recent breakthroughs have made this methodology a very valuable synthetic tool. Thus, a primary allylic halide or phosphate reacts with Grignard or diorganozinc reagents to afford the SN' product (or ?-product) in high regio- and enantioselectivities. Besides the results of the authors, we present also other, different approaches to this reaction, with emphasis on the organo-metallic and the type of chiral ligand used