Formation of the steroidal C-25 chiral center via the asymmetric alkylation methodology-Reference-Cited by-同舟云学术

Formation of the steroidal C-25 chiral center via the asymmetric alkylation methodology

Published:2015 Issue:3 Volume:13 Page:776-782
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Ermolovich Yu. V.¹²³⁴,Zhabinskii V. N.¹²³⁴,Khripach V. A.¹²³⁴

Affiliation:

1. Institute of Bioorganic Chemistry

2. National Academy of Sciences of Belarus

3. 220141 Minsk

4. Belarus

Abstract

A novel approach for the preparation of steroids containing a chiral center at C-25 is reported. The key stereochemistry inducing step was asymmetric alkylation of pseudoephenamine amides of steroidal C-26 acids. The developed methodology was successfully applied to the synthesis of (25R)- and (25S)-cholestenoic acids as well as (25R)- and (25S)-26-hydroxy brassinolides.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/OB/C4OB02123A

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