Synlett 2000; 2000(4): 491-492
DOI: 10.1055/s-2000-6586
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Photochemical Carbon Skeletal Rearrangement of Cyclic Baylis-Hillman Products: Ring Contraction or Not? That is the Question

Koichi Mikami* , Yasutaka Okubo
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152-8552, Japan
Further Information

Publication History

Publication Date:
31 December 2000 (online)

The photoreaction of seven-membered Baylis-Hillman products is shown to give 1,4-diketones without ring contraction under irradiation with high pressure mercury lamp. In sharp contrast, even a six-membered Baylis-Hillman product with γ,γ-disubstituent gives the ring contraction 1,4-diketone under the same conditions.