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Copper(I)‐Catalyzed Enantio‐ and Diastereodivergent Borylative Coupling of Styrenes and Imines
Author(s) -
Itoh Taisuke,
Kanzaki Yamato,
Shimizu Yohei,
Kanai Motomu
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201804117
Subject(s) - stereocenter , chemistry , catalysis , copper , enantioselective synthesis , combinatorial chemistry , stereochemistry , aryl , amine gas treating , chirality (physics) , organic chemistry , chiral symmetry breaking , physics , quantum mechanics , quark , nambu–jona lasinio model , alkyl
We report copper(I)‐catalyzed enantio‐ and diastereodivergent borylative coupling of styrenes and imines to produce enantiomerically‐enriched α,β‐dibranched γ‐boryl amine derivatives. Each of the four possible stereoisomers of the products, derived from the two contiguous stereocenters, was selectively accessible by choosing a proper chiral ligand for the copper catalyst. This method, which combines catalyst‐controlled stereodivergency and constitutional divergency derived from the lynchpin motif (i.e., the C−B bond), offers a strategy for addressing the construction of molecular structural diversity concomitant with precise chirality control.