Issue 24, 2003

Synthesis of the cyclobutanone core of solanoeclepin A via intramolecular allene butenolide photocycloaddition

Abstract

The compact tricyclic substructure of solanoeclepin A containing the cyclobutanone ring was prepared by using as the key step a highly regioselective intramolecular [2 + 2]-photocycloaddition reaction between one of the π-bonds of an allene and the CC double bond of a butenolide.

Graphical abstract: Synthesis of the cyclobutanone core of solanoeclepin A via intramolecular allene butenolide photocycloaddition

Supplementary files

Article information

Article type
Communication
Submitted
24 Sep 2003
Accepted
23 Oct 2003
First published
29 Oct 2003

Org. Biomol. Chem., 2003,1, 4364-4366

Synthesis of the cyclobutanone core of solanoeclepin A via intramolecular allene butenolide photocycloaddition

B. T. B. Hue, J. Dijkink, S. Kuiper, K. K. Larson, F. S. Guziec, Jr., K. Goubitz, J. Fraanje, H. Schenk, J. H. van Maarseveen and H. Hiemstra, Org. Biomol. Chem., 2003, 1, 4364 DOI: 10.1039/B311415E

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