Synthetic studies toward verrucarol. 1. Synthesis of the AB ring system

GA Kraus, K Frazier

Index: Kraus, George A.; Frazier, Kevin Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4820 - 4825

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Citation Number: 25

Abstract

No products arising from y Michael addition were observed as evidenced by the crude NMR spectrum. Notably, no elimination of the tetrahydropyranyloxy group could be detected. Compound 5 was clearly a mixture of stereoisomers. However, each isomer should be convertible to the desired product. Acid-catalyzed removal of the alcohol protecting group afforded 6. Several reaction conditions were studied for the transformation of alcohol 6 ...