Aspects of stereochemistry. Part XXII. Epoxidation and hydrogenation of 4-methyl-3-oxo-Δ4-steroids

H. B. Henbest; W. R. Jackson; I. Malunowicz

doi:10.1039/J39670002469

Aspects of stereochemistry. Part XXII. Epoxidation and hydrogenation of 4-methyl-3-oxo-Δ⁴-steroids

H. B. Henbest, W. R. Jackson, I. Malunowicz

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Abstract

Compared with the corresponding reactions of 3-oxo-Δ⁴- steroids, hydrogenation and alkaline epoxidation of 4-methylcholestenone and 4-methyltestosterone give higher proportions of 5α-products. α-Epoxides were obtained from reactions of cholestenone and 4-methylcholestenone with peroxylauric acid.

Original language	English
Pages (from-to)	2469-2471
Number of pages	3
Journal	Journal of the Chemical Society C: Organic Chemistry
DOIs	https://doi.org/10.1039/J39670002469
Publication status	Published - 1 Dec 1967
Externally published	Yes

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Cite this

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title = "Aspects of stereochemistry. Part XXII. Epoxidation and hydrogenation of 4-methyl-3-oxo-Δ4-steroids",

abstract = "Compared with the corresponding reactions of 3-oxo-Δ4- steroids, hydrogenation and alkaline epoxidation of 4-methylcholestenone and 4-methyltestosterone give higher proportions of 5α-products. α-Epoxides were obtained from reactions of cholestenone and 4-methylcholestenone with peroxylauric acid.",

author = "Henbest, {H. B.} and Jackson, {W. R.} and I. Malunowicz",

year = "1967",

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journal = "Journal of the Chemical Society C: Organic Chemistry",

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T1 - Aspects of stereochemistry. Part XXII. Epoxidation and hydrogenation of 4-methyl-3-oxo-Δ4-steroids

AU - Henbest, H. B.

AU - Jackson, W. R.

AU - Malunowicz, I.

PY - 1967/12/1

Y1 - 1967/12/1

N2 - Compared with the corresponding reactions of 3-oxo-Δ4- steroids, hydrogenation and alkaline epoxidation of 4-methylcholestenone and 4-methyltestosterone give higher proportions of 5α-products. α-Epoxides were obtained from reactions of cholestenone and 4-methylcholestenone with peroxylauric acid.

AB - Compared with the corresponding reactions of 3-oxo-Δ4- steroids, hydrogenation and alkaline epoxidation of 4-methylcholestenone and 4-methyltestosterone give higher proportions of 5α-products. α-Epoxides were obtained from reactions of cholestenone and 4-methylcholestenone with peroxylauric acid.

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U2 - 10.1039/J39670002469

DO - 10.1039/J39670002469

M3 - Article

C2 - 6070205

AN - SCOPUS:37049130456

SP - 2469

EP - 2471

JO - Journal of the Chemical Society C: Organic Chemistry

JF - Journal of the Chemical Society C: Organic Chemistry

SN - 0022-4952

ER -

Aspects of stereochemistry. Part XXII. Epoxidation and hydrogenation of 4-methyl-3-oxo-Δ4-steroids

Abstract

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Aspects of stereochemistry. Part XXII. Epoxidation and hydrogenation of 4-methyl-3-oxo-Δ⁴-steroids