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Asymmetric Synthesis of Biaryls by Intramolecular Oxidative Couplings of Cyanocuprate Intermediates
Author(s) -
Lipshutz Bruce H.,
Kayser Frank,
Liu ZiPing
Publication year - 1994
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.199418421
Subject(s) - diastereomer , intramolecular force , substituent , chemistry , aryl , oxidative phosphorylation , oxidative coupling of methane , stereochemistry , coupling (piping) , organic chemistry , catalysis , materials science , biochemistry , metallurgy , alkyl
With a judicious choice of tether from the “chiral pool” , coupling of the two aryl rings in nonracemic 1 yields only one of the two possible diastereomers of biaryl 2 . G C or O substituent; R, R′ H, 3OMe. This method is expected to be widely applicable.