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Asymmetric reduction of ethyl benzoylformate with chiral NADH model systems: Mechanistic and stereochemical consideration of the reactions based on the complexation properties of the model compounds

โœ Scribed by Masaki Amano; Naomichi Baba; Jun'ichi Oda; Yuzo Inouye


Publisher
Elsevier Science
Year
1984
Tongue
English
Weight
800 KB
Volume
12
Category
Article
ISSN
0045-2068

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In the reduction of ketones with NADH mimics, (Ss)-l-substituled 3-(p-tolylsulfinyl)-1,4-dihydropyridines 1, the stereospecific transfer of one of the C-4 hydrogens, which is syn to the S-O bond, was experimentally revealed to be involved by employing the 2-methyl derivative 2 and the 4-deuterated d