Tetrahedron letters

Novel synthesis of monofluorocyclobutanes by the ring expansion-fluorination of cyclopropylmethanols with an amine-metal fluoride pyridinium poly (hydrogen …

S Kanemoto, M Shimizu, H Yoshioka

Index: Kanemoto, Shigekazu; Shimuzu, Makoto; Yoshioka, Hirosuke Tetrahedron Letters, 1987 , vol. 28, # 50 p. 6313 - 6316

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Citation Number: 17

Abstract

Abstract Various new 1-fluoro-1-alkyl (or aryl)-2-substituted cyclobutanes were synthesized stereoselectively from 1-alkyl (or aryl) cyclopropyl carbinols by the ring expansion- fluorination using (i Pr) 2-KHF 2-(HF) n· Py, and 2-hydroxymethyl-1-fluorocyclobutanes were synthesized via a new rearrangement of (1-alkyl (or aryl) cyclopropyl) ethylene oxides.