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Communication | Special issue | Vol 30, No. 2, 1990, pp.765-769
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S87
Response of 2-Lithio-4,5-dihydrofuran — Ketone Adducts to Acid Catalysis

Leo A. Paquette,* David E. Lawhorn, and Christopher A. Teleha

*Evans Chemical Laboratories, The Ohio State University, 120 W. 18th Avenue, Columbus, Ohio 43210, U.S.A.

Abstract

Tertiary allylic alcohols derived from 1,2-addition of 2-lithio-4,5-dihydrofuran to ketones are shown to be capable of conversion to dimeric spiro-1,4-dioxanes or to monomeric ring-expanded spirocyclic ketones depending upon the conditions of acid catalysis employed.