Issue 8, 1999

Structure and total synthesis of benzylthiocrellidone, a novel dimedone-based vinyl sulfide from the sponge Crella spinulata

Abstract

A concise synthesis of the yellow pigment benzylthiocrellidone 1, based on a Michael addition–elimination of dimedone 2 to the ketene thioacetal 7 derived from dimedone, benzyl bromide and carbon disulfide, is described. The synthetic pigment had an X-ray crystal structure identical to that measured for the natural product.

Supplementary files

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1999, 847-848

Structure and total synthesis of benzylthiocrellidone, a novel dimedone-based vinyl sulfide from the sponge Crella spinulata

H. Wai Lam, P. A. Cooke, G. Pattenden, W. M. Bandaranayake and W. A. Wickramasinghe, J. Chem. Soc., Perkin Trans. 1, 1999, 847 DOI: 10.1039/A901323G

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