Photochemical and Lewis‐acid‐catalyzed rearrangement of 1‐phenyl‐4‐methyl‐3,6‐dioxabicyclo[3.1.0]hexan‐2‐one into its tetronic acid isomer

Maria J. Caus, Hans Cerfontain, Juan F. Piniella

Research output: Contribution to journalArticleResearchpeer-review

Abstract

The irradiation of 2 in acetonitrile or methanol with λ 254 nm yields the tetronic acid derivative 3. The (thermal) BF3‐catalyzed rearrangement of 2 yields the same tetronic acid derivative. The structure of the tetronic acid 3 has been determined by means of X‐ray analysis; it forms monoclinic crystals with cell constants a = 10.868, b = 8.320, c = 20.936 Å and β = 90.65°. The space group is P21/n; in the unit cell there are eight molecules which exhibit intermolecular hydrogen bonding. Copyright © 1983 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
Original languageEnglish
Pages (from-to)515-519
JournalRecueil des Travaux Chimiques des Pays‐Bas
Volume102
DOIs
Publication statusPublished - 1 Jan 1983

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