A convenient method for the preparation of Δ4,7-steroidal 3-ketones and Δ5,7 sterols

José Luis Giner; Hui Zhao

A convenient method for the preparation of Δ^4,7-steroidal 3-ketones and Δ^5,7 sterols

José Luis Giner
, Hui Zhao

Chemistry

College of Environmental Science & Forestry

SUNY College of Environmental Science and Forestry

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

1 Scopus citations

Abstract

A method is described for the preparation of Δ^4,7-steroidal ketones or Δ^5,7-sterols from Δ⁵-sterols via the sequence Wettstein-Oppenauer oxidation, trifluoroacetylation to give the Δ^2,4,6-enol ester, and acid catalyzed isomerization to the Δ^3,5,7-enol ester, followed by acid hydrolysis, or sodium borohydride reduction, respectively.

Original language	English
Pages (from-to)	605-609
Number of pages	5
Journal	Polish Journal of Chemistry
Volume	80
Issue number	4
State	Published - Apr 2006

Keywords

Desaturation
Provitamin D
Steroids

Cite this

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title = "A convenient method for the preparation of Δ4,7-steroidal 3-ketones and Δ5,7 sterols",

abstract = "A method is described for the preparation of Δ4,7-steroidal ketones or Δ5,7-sterols from Δ5-sterols via the sequence Wettstein-Oppenauer oxidation, trifluoroacetylation to give the Δ2,4,6-enol ester, and acid catalyzed isomerization to the Δ3,5,7-enol ester, followed by acid hydrolysis, or sodium borohydride reduction, respectively.",

keywords = "Desaturation, Provitamin D, Steroids",

author = "Giner, \{Jos{\'e} Luis\} and Hui Zhao",

year = "2006",

month = apr,

language = "English",

volume = "80",

pages = "605--609",

journal = "Polish Journal of Chemistry",

issn = "0137-5083",

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TY - JOUR

T1 - A convenient method for the preparation of Δ4,7-steroidal 3-ketones and Δ5,7 sterols

AU - Giner, José Luis

AU - Zhao, Hui

PY - 2006/4

Y1 - 2006/4

N2 - A method is described for the preparation of Δ4,7-steroidal ketones or Δ5,7-sterols from Δ5-sterols via the sequence Wettstein-Oppenauer oxidation, trifluoroacetylation to give the Δ2,4,6-enol ester, and acid catalyzed isomerization to the Δ3,5,7-enol ester, followed by acid hydrolysis, or sodium borohydride reduction, respectively.

AB - A method is described for the preparation of Δ4,7-steroidal ketones or Δ5,7-sterols from Δ5-sterols via the sequence Wettstein-Oppenauer oxidation, trifluoroacetylation to give the Δ2,4,6-enol ester, and acid catalyzed isomerization to the Δ3,5,7-enol ester, followed by acid hydrolysis, or sodium borohydride reduction, respectively.

KW - Desaturation

KW - Provitamin D

KW - Steroids

UR - https://www.scopus.com/pages/publications/33646015689

M3 - Article

SN - 0137-5083

VL - 80

SP - 605

EP - 609

JO - Polish Journal of Chemistry

JF - Polish Journal of Chemistry

IS - 4

ER -

A convenient method for the preparation of Δ^4,7-steroidal 3-ketones and Δ^5,7 sterols

Abstract

Keywords

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