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Cyclopentanones. XII. An Alternative Synthesis of Prostaglandins Involving Catalytic Hydrogenation of 2, 3-Dialkyl-4-Dihydroxy-2-Cyclopentenones

✍ Scribed by R. Coen; P. De Clercq; D. van Haver; M. Vandewalle

Book ID: 101763425
Publisher: Wiley (John Wiley & Sons)
Year: 2010
Weight: 165 KB
Volume: 84
Category: Article
ISSN: 0037-9646
DOI: 10.1002/bscb.19750840311

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✦ Synopsis

Abstract

A novel approach to Corey's aldehyde is described. A suitable substituted all cis 2, 3‐dialkyl‐l, 4‐cyclopentanediol system is obtained by catalytic reduction of 2, 3‐dialkyl‐4‐hydroxy‐2‐cyclopentenones. Epimerisation to the prostaglandin configuration occurs spontaneously when later on the Horner reaction is carried out.

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