Total synthesis of L-659,699, a novel inhibitor of cholesterol biosynthesis

…, JV Heck, JC Chabala, MN Chang

Index: Chiang; Yang; Heck; Chabala; Chang Journal of Organic Chemistry, 1989 ,  vol. 54,  # 24  p. 5708 - 5712

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Citation Number: 26

Abstract

18 2-butenoate with activated zinc dust in refluxing THF gave 19 (a mixture of four isomers) in 44% yield along with 32% of the &lactone 20. Dehydration of 19 with thionyl chloride in the presence of pyridine in refluxing CH2C12 afforded 21 (30%) and other isomers. The protected compound 21 was converted to the target compound, L-659,699, by de-