Synthesis of spiroketals: a general approach

MT Crimmins, R O'Mahony

Index: Crimmins, Michael T.; O'Mahony, Rosemary Journal of Organic Chemistry, 1990 , vol. 55, # 23 p. 5894 - 5900

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Citation Number: 26

Abstract

A general procedure for the synthesis of functionalized spiroketals from lactones is described. Addition of the lithium acetylide of cis-1-methoxy-1-buten-3-yne to lactones followed by a hydration of the acetylene, hydrolysis of the enol ether and cyclization gives excellent yields of spiroketals containing a useful enone functionality.