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Recent Advances in Catalytic Atroposelective Construction of Pentatomic Heterobiaryl Scaffolds
Author(s) -
He XiaoLong,
Wang Cheng,
Wen YouWu,
Wang Zhouyu,
Qian Shan
Publication year - 2021
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202100539
Subject(s) - atropisomer , enantioselective synthesis , axial chirality , catalysis , chemistry , chirality (physics) , combinatorial chemistry , aryl , stereochemistry , organic chemistry , physics , nambu–jona lasinio model , chiral symmetry breaking , quantum mechanics , quark , alkyl
Pentatomic heterobiaryl performs as a key structural motif in various natural products and bioactive compounds. With the rapid growth of asymmetric catalysis, five‐membered heterobiaryl‐based catalysts and ligands have emerged as an efficient complementary toolbox for asymmetric catalysis. Therefore, the development of enantioselective construction of such pentatomic atropisomers has received significant attention in recent decade. Various catalytic asymmetric strategies have been established, including central to axial chirality conversion, direct generation of heteroaryl, direct assembly of aryl‐heteroaryls, functionalization of racemic or prochiral biaryls, and chirality transfer from atropisomeric alkenes. Hundreds of unprecedented pentatomic atropisomers have proliferated. Importantly, a few promising axially chiral catalysts and ligands have been obtained from the prepared heterobiaryls after simple transformations. Hence, recent advances of catalytic asymmetric construction of axially chiral pentatomic heterobiaryls through asymmetric catalysis are summarized in this review, involving their scope, mechanism, transformations, and applications.