Premium
Asymmetric Nucleophilic Glyoxylation through a Metalated α‐Aminonitrile Derivative in Michael Additions to Nitroalkenes
Author(s) -
Enders Dieter,
Bonten Maurice Hubert,
Raabe Gerhard
Publication year - 2007
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.200604802
Subject(s) - michael reaction , nucleophile , nitro , derivative (finance) , nucleophilic addition , chemistry , medicinal chemistry , organic chemistry , catalysis , economics , alkyl , financial economics
Efficient and selective : An asymmetric nucleophilic glyoxylation has been achieved for the first time using a metalated glyoxylate aminonitrile derivative in Michael additions to nitroalkenes. After conversion of the aminonitrile back into the keto function with removal of the chiral auxiliary, the γ‐nitro α‐keto esters were available in good yields and excellent enantiomeric excesses (see scheme).