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Chiral Silver Amide Catalyst for the [3+2] Cycloaddition of α‐Amino Esters to Olefins
Author(s) -
Yamashita Yasuhiro,
Imaizumi Takaki,
Kobayashi Shū
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201008272
Subject(s) - pyrrolidine , cycloaddition , amide , yield (engineering) , chemistry , catalysis , organic chemistry , combinatorial chemistry , materials science , metallurgy
Silver lining : Highly exo ‐selective asymmetric [3+2] cycloaddition of α‐amino ester Schiff bases with activated olefins proceeds in the presence of AgHMDS/ 1 . The α‐amino ester Schiff bases including those derived from aliphatic imines successfully reacted to afford the corresponding pyrrolidine derivatives in high yield with high exo ‐ and enantioselectivities. EWG=electron‐withdrawing group, HMDS=hexamethyldisilazide.