Synthese von enantiomerenreinen Violaxanthinen und verwandten Verbindungen

M Acemoglu, P Uebelhart, M Rey…

Index: Acemoglu, Murat; Uebelhart, Peter; Rey, Max; Eugster, Conrad Hans Helvetica Chimica Acta, 1988 , vol. 71, p. 931 - 956

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Citation Number: 42

Abstract

The epoxides 16 and ent-16, prepared by Sharpless-Katsuki oxidation of 15 in excellent yield and very high enantiomeric purity, were used as synthons for the preparation of (+)-(S)- didehydrovomifoIio1 (45),(+)-(6S, 7E, 9E)-abscisic ester 46,(+)-(6S, 7E, 9Z)-abscisic ester 47,(-)-(3S, 7E, 9E)-xanthoxin (49),(-)-(3R, 7E, 9E)-xanthoxin (50),(3S, 5R, 6S, 3'S, S 'R, 6S, all-E)-violaxanthin (1)(3R, SR, SS, 3'R, SR, 6S, all-,?)-violaxanthin (55) and their (9Z)(see ...