Use of the oxazole-olefin Diels-Alder reaction in the total synthesis of the monoterpene alkaloids (-)-plectrodorine and (+)-oxerine

M Ohba, R Izuta, E Shimizu

Index: Ohba, Masashi; Izuta, Rie Heterocycles, 2001 , vol. 55, # 5 p. 823 - 826

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Citation Number: 10

Abstract

A full account of the total synthesis of two monoterpene alkaloids,(−)-plectrodorine [(−)-1] and (+)-oxerine [(+)-3], is presented. The key steps involved are the formation of the oxazole alcohol 10 from the γ-butyrolactone 9 and the intramolecular Diels–Alder reaction of the