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Total synthesis of lipoxins A4 and B4 from d-isoascorbic acid

✍ Scribed by C. Gravier-Pelletier; J. Dumas; Y. Le Merrer; J.C. Depezay

Publisher: Elsevier Science
Year: 1991
Tongue: French
Weight: 292 KB
Volume: 32
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)92034-3

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✦ Synopsis

A total convergent synthesis of lipoxins A4 and B4 has been carried out via four optically pure a-hydroxy and a$-dihydroxyaldehydes, obtained from D-isoascorbic acid as a single starting material.

Connection by a six carbons unit uses Wittig-type reactions notably involving a stabilized arsonium ylide.

We have previously reported a general method for the preparation of enantiometically pure a-hydroxy

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