Triply convergent synthesis of (-)-prostaglandin E2 methyl ester

CR Johnson, TD Penning

Index: Johnson; Penning Journal of the American Chemical Society, 1988 , vol. 110, # 14 p. 4726 - 4735

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Citation Number: 129

Abstract

Abstract: Enone 1, prepared from cyclopentadiene, was obtained in optically pure form by resolution with (+)-N, S-di-methyl-S-phenylsulfoximine or by a procedure involving asymmetric semihydrolysis of meso-3 catalyzed by electric eel acetylcholinesterase. The absolute configuration of (+)-1 was assigned as S, S on the basis of a comparative optical rotary dispersion study. The lower prostanoid side chain was added to (+)-1 as an ...