Tetrahedron: Asymmetry

Stereoselective total synthesis of styryl-lactones:(+)-crassalactones B and C,(+)-howiionol A,(+)-tricinnamate,(+)-goniofufurone and (+)-dicinnamoyl goniofufurone

GVM Sharma, S Mallesham

Index: Sharma, Gangavaram V.M.; Mallesham, Samala Tetrahedron Asymmetry, 2010 , vol. 21, # 21-22 p. 2646 - 2658

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Citation Number: 16

Abstract

The total synthesis of (+)-crassalactone B,(+)-crassalactone C,(+)-howiionol A,(+)- tricinnamate,(+)-goniofufurone, and (+)-dicinnamoyl goniofufurone is achieved by a 'chiron approach'starting from diacetone d-glucose (DAG). Mitsunobu inversion, Wittig olefination and ring closing metatheses were used as key steps for (+)-howiionol A and (+)- tricinnamate. Meldrum's acid was used for the synthesis of (+)-crassalactone C,(+)- ...