Catalytic asymmetric induction from prochiral cyclic acid anhydrides using cinchona alkaloids

J Hiratake, Y Yamamoto, J Oda

Index: Hiratake, Jun; Yamamoto, Yukio; Oda, Jun'ichi Journal of the Chemical Society, Chemical Communications, 1985 , p. 1717 - 1719

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Citation Number: 54

Abstract

Asymmetric ring-opening of prochiral cyclic acid anhydrides (1) with methanol was effected by a catalytic amount of cinchona alkaloids (2) with an enantiomeric excess of up to 70% and the product was converted into optically active lactones. ... Enzymes such as dehydrogenasesl or hydrolases2 have been widely used in asymmetric induction reactions from symmet- rical molecules having enantiotopic groups. We recently reported a non-enzymic procedure for ...