Synthesis of chiral 5-deazaflavin derivatives and their use in asymmetric reduction of ethyl benzoylformate.

K TANAKA, T KIMURA, T OKADA, X CHEN…

Index: Tanaka; Kimura; Okada; et al. Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 4 p. 1397 - 1404

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Citation Number: 5

Abstract

Some 1, 5-dihydro-5-deazaflavin (1, 5-dihydropyrimido [4, 5-b] quinoline-2, 4 (3H, 10H)- dione) derivatives possessing chiral substituents at the N-3 position were synthesized. Asymmetric reduction of ethyl benzoylformate in the presence of magnesium perchlorate was carried out with these chiral 1, 5-dihydro-5-deazaflavin derivatives to give ethyl mandelate in moderate optical and chemical yield. The influence of metal additives other ...