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Communication | Regular issue | Vol 27, No. 3, 1988, pp.651-656
Published online, 1st January, 1970
DOI: 10.3987/COM-87-4428
Spiroketal Synthesis. Preparation of Functionalized 1,7-Dioxaspiro[5,5]undecanes

Charles G. Chavdarian,* Lydia L. Chang, and Bruce C. Onisko

*Western Research Center, Stauffer Chemical Company, 1200 S. 47th Street, Box Number 4023, Richmond, CA 94804-0023, U.S.A.


5-Oxo-1,7-dioxaspilro[5,5]undecanes can be prepared from γ-butyrolactones and dihydropyran in a two-step process. Condensation of 2-lithiodihydropyran with the appropriate lactone, followed by acid-catalyzed cyclization, affords the spiroketal.