Issue 6, 1990
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Study on the syntheses of brassinolide and related compounds. Part 14. Highly stereoselective construction of the side-chain of brassinosteroids utilizing the β-alkylative 1,3-carbonyl transposition of the steroidal 22-En-24-one

Shen Zheng-Wu  and  Zhou Wei-Shan  

Abstract

A stereoselective synthesis of the side-chain of brassinolide which involves β-alkylative 1,3-carbonyl transposition of the α,β-unsaturated ketone 3,6-diacetoxycholest-22-en-24-one is described. The overall yield of (22R,23R,24S)-22,23-isopropylidenedioxy-24-methyl-5β-cholestane-3α,6α-diol from 3α,6α-diacetoxy-5β-pregnane-20-carbaldehyde in six steps is 47%.

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Article information

DOI
https://doi.org/10.1039/P19900001765
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1990, 1765-1767

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Study on the syntheses of brassinolide and related compounds. Part 14. Highly stereoselective construction of the side-chain of brassinosteroids utilizing the β-alkylative 1,3-carbonyl transposition of the steroidal 22-En-24-one

S. Zheng-Wu and Z. Wei-Shan, J. Chem. Soc., Perkin Trans. 1, 1990, 1765 DOI: 10.1039/P19900001765

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