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Nickel‐Catalyzed Enantio‐ and Diastereoselective Three‐Component Coupling of 1,3‐Dienes, Aldehydes, and a Silylborane Leading to α‐Chiral Allylsilanes
Author(s) -
Saito Nozomi,
Kobayashi Ayami,
Sato Yoshihiro
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.201107360
Subject(s) - enantioselective synthesis , nickel , catalysis , component (thermodynamics) , metathesis , coupling (piping) , chemistry , ligand (biochemistry) , combinatorial chemistry , derivative (finance) , stereochemistry , organic chemistry , polymerization , materials science , physics , business , biochemistry , polymer , receptor , finance , metallurgy , thermodynamics
Three‐in‐one : The nickel‐catalyzed asymmetric three‐component coupling of 1,3‐dienes, aldehydes, and a silylborane in the presence of a chiral phosphoroamidite ligand has been realized. The reaction proceeds by σ‐bond metathesis of an oxanickelacycle intermediate with the silylborane to afford the corresponding α‐chiral allylsilane derivative in a highly diastereo‐ and enantioselective manner.