An efficient synthesis of (.+-.)-abscisic acid

MG Constantino, PM Donate…

Index: Constantino, Mauricio G.; Donate, Paulo M.; Petragnani, Nicola Journal of Organic Chemistry, 1986 , vol. 51, # 2 p. 253 - 254

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Citation Number: 31

Abstract

Treatment of isophorone with ethylene glycol and acid in toluenes afforded a 70: 30 mixture of ketals 8 and 9 in 88.5% yield. The ketals were readily separated by fractional distillation. Potassium permanganate oxidation of 8 in neutral medium gave 10 (72.5%). Dehydration of 10 was accomplished with methanesulfonyl chloride in refluxing pyridine to afforded enone 2 (63%).