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A Simple Way to 3-[(1R,2S,5R and 5S)-5-Methoxymethoxy-2-methyl-1,2-epoxycyclohexyl]propanal, a Synthon for the Total Biomimetic Synthesis of (-)-Progesterone

✍ Scribed by Daniewski, Andrzej Robert ;Kiegiel, Jaroslaw

Publisher: John Wiley and Sons
Year: 1989
Tongue: English
Weight: 338 KB
Volume: 1989
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198919890140

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✦ Synopsis

In 1983, van Tamelen and Hwu') have reported an efficient synthesis of (*)-progesterone (4) by biomimetic polycyclization of the epoxide 3 or 3a. The latter have been synthesized by coupling of the ylide 2 with the epoxy aldehyde 1 or 1 a, respectively. The syn-

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