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Enantioselective Twofold C−H Annulation of Formamides and Alkynes without Built‐in Chelating Groups
Author(s) -
Chen Hao,
Wang YinXia,
Luan YuXin,
Ye Mengchun
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202001267
Subject(s) - formamides , annulation , chemistry , enantioselective synthesis , chelation , bimetallic strip , reactivity (psychology) , catalysis , yield (engineering) , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , medicine , alternative medicine , pathology , metallurgy
Twofold C−H annulation of readily available formamides and alkynes without built‐in chelating groups was achieved. Ni−Al bimetallic catalysis enabled by a bulky BINOL‐derived chiral secondary phosphine oxide (SPO) ligand proved to be critical for high reactivity and high selectivity. This reaction uses readily available formamides as starting materials and provides a concise synthetic pathway to a broad range of chiral ferrocenes in 40–98 % yield and 93–99 % ee .
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