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( S )‐Indoline‐3‐Carboxylic Acid: A New Organocatalyst for the Anti Mannich‐Type Reaction
Author(s) -
Pietruszka Jörg,
Simon Robert Christian
Publication year - 2010
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000041
Subject(s) - indoline , chemistry , organic chemistry , organocatalysis , catalysis , carboxylic acid , mannich reaction , enantioselective synthesis
Enantiopure indoline‐3‐carboxylic acid is synthesized using an enzymatic kinetic resolution as a key step ( E ≫100). It is applied as an organocatalyst in Mannich‐type reactions, which proceed with high anti selectivity at low temperatures, affording the products in moderate to good yields and in excellent enantiomeric excess.