A simple construction of the hydroxy-ketone side chain of corticosteroids from 17-oxo-steroids via nitro-olefins

Derek H.R. Barton; William B. Motherwell; Samir Z. Zard

doi:10.1039/c39820000551

A simple construction of the hydroxy-ketone side chain of corticosteroids from 17-oxo-steroids via nitro-olefins

Derek H.R. Barton
, William B. Motherwell
, Samir Z. Zard

Institut de Chimie des Substances Naturelles

Research output: Contribution to journal › Article › peer-review

Abstract

17-Oxo-steroids, in the presence of catalytic amounts of ethylenediamine, react smoothly with nitromethane to give the corresponding nitro-olefins; these are easily transformed into 21-hydroxy-20-oxo-corticosteroids with or without a double bond at position 16.

Original language	English
Pages (from-to)	551-552
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	10
DOIs	https://doi.org/10.1039/c39820000551
Publication status	Published - 1 Jan 1982
Externally published	Yes

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title = "A simple construction of the hydroxy-ketone side chain of corticosteroids from 17-oxo-steroids via nitro-olefins",

abstract = "17-Oxo-steroids, in the presence of catalytic amounts of ethylenediamine, react smoothly with nitromethane to give the corresponding nitro-olefins; these are easily transformed into 21-hydroxy-20-oxo-corticosteroids with or without a double bond at position 16.",

author = "Barton, \{Derek H.R.\} and Motherwell, \{William B.\} and Zard, \{Samir Z.\}",

year = "1982",

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doi = "10.1039/c39820000551",

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pages = "551--552",

journal = "Journal of the Chemical Society, Chemical Communications",

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T1 - A simple construction of the hydroxy-ketone side chain of corticosteroids from 17-oxo-steroids via nitro-olefins

AU - Barton, Derek H.R.

AU - Motherwell, William B.

AU - Zard, Samir Z.

PY - 1982/1/1

Y1 - 1982/1/1

N2 - 17-Oxo-steroids, in the presence of catalytic amounts of ethylenediamine, react smoothly with nitromethane to give the corresponding nitro-olefins; these are easily transformed into 21-hydroxy-20-oxo-corticosteroids with or without a double bond at position 16.

AB - 17-Oxo-steroids, in the presence of catalytic amounts of ethylenediamine, react smoothly with nitromethane to give the corresponding nitro-olefins; these are easily transformed into 21-hydroxy-20-oxo-corticosteroids with or without a double bond at position 16.

UR - https://www.scopus.com/pages/publications/0020424295

U2 - 10.1039/c39820000551

DO - 10.1039/c39820000551

M3 - Article

AN - SCOPUS:0020424295

SN - 0022-4936

SP - 551

EP - 552

JO - Journal of the Chemical Society, Chemical Communications

JF - Journal of the Chemical Society, Chemical Communications

IS - 10

ER -

A simple construction of the hydroxy-ketone side chain of corticosteroids from 17-oxo-steroids via nitro-olefins

Abstract

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