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Rhodium(I)/Chiral Diene‐Catalyzed Enantioselective Addition of Boronic Acids to N ‐Unsubstituted Isatin‐Derived Ketimines
Author(s) -
Yonesaki Ryohei,
Kusagawa Ibuki,
Morimoto Hiroyuki,
Hayashi Tamio,
Ohshima Takashi
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901745
Subject(s) - enantioselective synthesis , isatin , rhodium , diene , chemistry , catalysis , yield (engineering) , organic chemistry , adduct , combinatorial chemistry , materials science , natural rubber , metallurgy
Enantioselective addition of boronic acids to N ‐unsubstituted isatin‐derived ketimines was realized using rhodium(I)/chiral diene catalysts. The reactions can be performed in the presence of catalytic amounts of a base to give adducts in high yield with high enantioselectivity. Preliminary mechanistic information including a computational model to explain the observed enantioselectivity is also provided.