Issue 20, 1992

Intramolecular trapping of an oxacarbene intermediate in the photochemical ring expansion of a cyclopentanone

Abstract

Ultraviolet irradiation of syn-5-hydroxymethyl-4, anti-5-dimethyltricyclo[2.2.1.02,6]heptan-3-one 4 in benzene or methanol gives the ring-expanded cyclic acetal 5 in high yield, establishing that the reaction proceeds via an oxacarbene intermediate.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 2579-2580

Intramolecular trapping of an oxacarbene intermediate in the photochemical ring expansion of a cyclopentanone

K. Switlak, D. He and P. Yates, J. Chem. Soc., Perkin Trans. 1, 1992, 2579 DOI: 10.1039/P19920002579

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