Enantioselective lactonization of sodium 4-hydroxypimelate under abiological conditions

…, S Terada, M Murata, H Nagasawa…

Index: Fuji, Kaoru; Node, Manabu; Terada, Shunji; Murata, Makoto; Nagasawa, Hideko Journal of the American Chemical Society, 1985 , vol. 107, # 22 p. 6404 - 6406

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Citation Number: 26

Abstract

2 asymmetric induction strongly depends upon the concentration of the substrate 1. As the concentration of the substrate was lowered a higher degree of enantiomeric excess (ee) was obtained. Using a 2-5 mmol solution is advisable because enantiomerically pure (-)-lactone 2 can be obtained from one recrystallization. Absolute stereochemistry of (-)-butyrolactone 2 was proved to be S by an X-ray crystallographic analysis of the (S)-(-)-a- ...