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A short, enantiospecific synthesis of the 1α-hydroxyvitamin D enyne A-ring synthon

✍ Scribed by J.Miguel Aurrecoechea; William H. Okamura

Book ID: 104227960
Publisher: Elsevier Science
Year: 1987
Tongue: French
Weight: 232 KB
Volume: 28
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)96666-8

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✦ Synopsis

The vitamin D A-ring synthon, the enyne 3b, was synthesized in 5 steps (37% overall yield) from (S)-(+)-carvone (5).

The key step was the SmI2-Pd" mediated transformation of epoxypropargyl ester 6 to 3b.

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