Generic placeholder image

Letters in Organic Chemistry

Author(s): Biao Jiang, Zi-li Chen and Hao Huang

DOI: 10.2174/1570178054038911

DownloadDownload PDF Flyer Cite As
Highly Stereoselective Alkynylation with Steroidal Alkyne: Efficient Pathway to 24(S) or 24(R)-Hydroxylcholesterol

Page: [319 - 322] Pages: 4

  • * (Excluding Mailing and Handling)

Abstract

24(S)- or 24(R)-Hydroxyl cholesterol was prepared in high stereoselectivity (up to 99% de), utilizing asymmetric alkynylation of isobutyraldehyde with steroidal alkyne catalyzed by Zn(OTf)2 respectively in the presence of (1S, 2S)-3-(t-butyldimethylsilyloxyl)-2-N, N-dimethylamino-1-(p-nitrophenyl)- propane-1-ol or its (1R, 2R)-enantiomer.

Keywords: asymmetric alkynylation, hydroxylcholesterol, hyodeoxycholic acid