An α-amino ketone to α-ketol transformation in the reduction of 16-oximino-17-ketosteroids

Alfred Hassner; A. W. Coulter

doi:10.1016/0039-128X(64)90146-1

An α-amino ketone to α-ketol transformation in the reduction of 16-oximino-17-ketosteroids

Alfred Hassner, A. W. Coulter

University of Colorado Boulder

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

2 Scopus citations

Abstract

The unusual conversion of 16-oximino-5-androsten-3β-ol-17-one (I) to 5-androsten-3β, 17β-diol-16-one (III) with zinc acetic in acid is shown to proceed via the 16-amino-17-ketosteroid intermediate II. Deuterium labelling experiments were used to elucidate the reaction path.

Original language	English
Pages (from-to)	281-290
Number of pages	10
Journal	Steroids
Volume	4
Issue number	3
DOIs	https://doi.org/10.1016/0039-128X(64)90146-1
State	Published - Sep 1964
Externally published	Yes

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title = "An α-amino ketone to α-ketol transformation in the reduction of 16-oximino-17-ketosteroids",

abstract = "The unusual conversion of 16-oximino-5-androsten-3β-ol-17-one (I) to 5-androsten-3β, 17β-diol-16-one (III) with zinc acetic in acid is shown to proceed via the 16-amino-17-ketosteroid intermediate II. Deuterium labelling experiments were used to elucidate the reaction path.",

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year = "1964",

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AU - Hassner, Alfred

AU - Coulter, A. W.

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N2 - The unusual conversion of 16-oximino-5-androsten-3β-ol-17-one (I) to 5-androsten-3β, 17β-diol-16-one (III) with zinc acetic in acid is shown to proceed via the 16-amino-17-ketosteroid intermediate II. Deuterium labelling experiments were used to elucidate the reaction path.

AB - The unusual conversion of 16-oximino-5-androsten-3β-ol-17-one (I) to 5-androsten-3β, 17β-diol-16-one (III) with zinc acetic in acid is shown to proceed via the 16-amino-17-ketosteroid intermediate II. Deuterium labelling experiments were used to elucidate the reaction path.

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ER -

An α-amino ketone to α-ketol transformation in the reduction of 16-oximino-17-ketosteroids

Abstract

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