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2‐Azanorbornane‐Based Amino Alcohol Organocatalysts for Asymmetric Michael Reaction of β‐Keto Esters with Nitroolefins
Author(s) -
Togashi Rei,
Chennapuram Madhu,
Seki Chigusa,
Okuyama Yuko,
Kwon Eunsang,
Uwai Koji,
Tokiwa Michio,
Takeshita Mitsuhiro,
Nakano Hiroto
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900308
Subject(s) - michael reaction , chemistry , alcohol , adduct , organocatalysis , catalysis , organic chemistry , enantioselective synthesis , optically active , stereoselectivity , addition reaction
New optically active 2‐azanorbornane‐based amino alcohol organocatalysts were designed and synthesized, and these catalysts were successfully employed in the asymmetric Michael reaction of β‐keto esters with nitroolefins to obtain the corresponding chiral Michael adducts with both high chemical yields (up to 99 %) and high stereoselectivities (up to dr = 91:9, up to 91 % ee ).