Diastereoselectivity in ergoline synthesis: A face selective epoxidation

MR Leanna, MJ Martinelli, DL Varie, TJ Kress

Index: Leanna; Martinelli; Varie; Kress Tetrahedron Letters, 1989 , vol. 30, # 30 p. 3935 - 3938

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Citation Number: 13

Abstract

Abstract Epoxidation of 1-Benzoyl-1, 2, 2a, 3-tetrahydrobenz [cd] indole (4a) proceeded smoothly with metachloroperbenzoic acid with high exo diastereoselectivity (de= 96%) and chemical yield (97%). The basis for this selectivity was probed with substituent effects, and was extended to other oxidation media.