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Synthesis and Diels-Alder reactions of prop-1-ene-1,3-sultone, and chemical transformations of the Diels-Alder adducts

✍ Scribed by La Sheng Jiang; Wing Hong Chan; Albert W.M. Lee

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 866 KB
Volume: 55
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(99)00009-5

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✦ Synopsis

A reliable and novel synthetic route for the preparation of prop-l-ene-l,3-sultone (1) has been developed. An overall yield of 34% could be achieved for this five-step synthesis.

The Diels-Alder reactions of 1 with a variety of dienes were investigated for the first time and achieved with good chemical yield and excellent endo-selectivity.

The subsequent transformations of the Diels-Alder cycloadducts were also explored.

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