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Highly Stereoselective Alkynylation with Steroidal Alkyne: Efficient Pathway to 24(S) or 24(R)-Hydroxylcholesterol

[ Vol. 2 , Issue. 4 ]

Author(s):

Biao Jiang, Zi-li Chen and Hao Huang   Pages 319 - 322 ( 4 )

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

Affiliation:

Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China.



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