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Review | Special issue | Vol 39, No. 1, 1994, pp.405-429
Published online, 1st January, 1970
DOI: 10.3987/REV-94-SR(B)2
Chiral NADH Models Derived from Optically Active Amino Alcohols

Georges Dupas, Vincent Levacher, Jean Bouguignon*, and Guy Quéguiner

*Laboratoire de Chimie Organique Fine et Heterocyclique de l'IRCOF, URA 1429 CNRS, INSA de Rouen, BP08, 76131 Mont-Saint-Aignan Cedex, France


After a short description of the main characteristics of biomimetic NADH models, the choice of optically active amino alcohols as chiral auxiliaries is justified. The literature results in this field are then reviewed. The results obtained with 1,4-dihydropyridines, annelated models in the thiophene and pyrrole series are particularly discussed. The main factors responsible of a good enantioselectivity are emphasized and applied to the design of a highly enantioselective NADH model in the 1,6-naphtyridinone series.