Partial Synthesis of (20R,22R)-20,22-Dihydroxycholesterol

Keith S. Kyler; David S. Watt

doi:10.1021/jo00338a024

Partial Synthesis of (20R,22R)-20,22-Dihydroxycholesterol

Keith S. Kyler
, David S. Watt

Molecular and Cellular Biochemistry

Producción científica: Article › revisión exhaustiva

30 Citas (Scopus)

Resumen

A new procedure for assembling the cholestane side chain from 20-oxopregnanes involved the sequential construction of the C-20,22 and C-24,25 bonds via the sequential α,γ-dialkylation of 1-(phenylthio)-1-(trimethylsilyl)-2-propene. A stereoselective, partial synthesis of (20R,22R)-20,22-dihydroxycholesterol served to test the validity of this approach.

Idioma original	English
Páginas (desde-hasta)	5182-5188
Número de páginas	7
Publicación	Journal of Organic Chemistry
Volumen	46
N.º	25
DOI	https://doi.org/10.1021/jo00338a024
Estado	Published - dic 1981

ASJC Scopus subject areas

Organic Chemistry

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title = "Partial Synthesis of (20R,22R)-20,22-Dihydroxycholesterol",

abstract = "A new procedure for assembling the cholestane side chain from 20-oxopregnanes involved the sequential construction of the C-20,22 and C-24,25 bonds via the sequential α,γ-dialkylation of 1-(phenylthio)-1-(trimethylsilyl)-2-propene. A stereoselective, partial synthesis of (20R,22R)-20,22-dihydroxycholesterol served to test the validity of this approach.",

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AU - Kyler, Keith S.

AU - Watt, David S.

PY - 1981/12

Y1 - 1981/12

N2 - A new procedure for assembling the cholestane side chain from 20-oxopregnanes involved the sequential construction of the C-20,22 and C-24,25 bonds via the sequential α,γ-dialkylation of 1-(phenylthio)-1-(trimethylsilyl)-2-propene. A stereoselective, partial synthesis of (20R,22R)-20,22-dihydroxycholesterol served to test the validity of this approach.

AB - A new procedure for assembling the cholestane side chain from 20-oxopregnanes involved the sequential construction of the C-20,22 and C-24,25 bonds via the sequential α,γ-dialkylation of 1-(phenylthio)-1-(trimethylsilyl)-2-propene. A stereoselective, partial synthesis of (20R,22R)-20,22-dihydroxycholesterol served to test the validity of this approach.

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UR - https://www.scopus.com/pages/publications/0019769656#tab=citedBy

U2 - 10.1021/jo00338a024

DO - 10.1021/jo00338a024

M3 - Article

AN - SCOPUS:0019769656

SN - 0022-3263

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 25

ER -

Partial Synthesis of (20R,22R)-20,22-Dihydroxycholesterol

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