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Study on the synthesis of brassinolide and related compounds. Part 15. Formal synthesis of brassinolide via stereoselective sulphenate?sulphoxide transformation

โœ Scribed by Zhou, Wei-Shan; Shen, Zheng-Wu


Book ID
121440425
Publisher
Royal Society of Chemistry
Year
1991
Weight
439 KB
Volume
11
Category
Article
ISSN
1472-7781

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Study on the synthesis of brassinolide a
โœ Wei-Shan Zhou; Wei-Sheng Tian ๐Ÿ“‚ Article ๐Ÿ“… 1987 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 450 KB

Typhasterol 2 was synthesized stereoselectively from hyodeoxycholic acid 3. The aldehyde 5 derived from 3 was reacted with the anion of 3-methylbutenolide under kinetic condition to afford (22R,23R)-7 as the major product. Hydrogenation of 7 and its 22-acetate 14 over PtO2-Pt/C yielded the expected