Synthesis of castasterone and formal synthesis of brassinolide from stigmasterol via a selenosulfonation approach
โ Scribed by Back, Thomas G.; Krishna, M. Vijaya
- Book ID
- 121440998
- Publisher
- American Chemical Society
- Year
- 1991
- Tongue
- English
- Weight
- 566 KB
- Volume
- 56
- Category
- Article
- ISSN
- 0022-3263
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A Formal Synthesis of Brassinolide. -Enantiodifferentiation of the C2-symmetrical tetraol-sulfide (I) by an enzyme-catalyzed acylation and an E-stereoconvergent Ramberg-Baecklund process are key steps in the construction of the side-chain synthon ( IV). Its introduction to the steroid skeleton affo
Deuterium-labelled brassinosteroids, namely ยฝ26; 28-2 H 6 castasterone, 8, and ยฝ26; 28-2 H 6 brassinolide, 9, were synthesized starting from 6; 6ethylenedioxy-20-formyl-2a; 3a-isopropylidenedioxy-5a-pregnane, 1, and 3-ยฝ 2 H 3 methyl-but-1-yne-ยฝ4; 4; 4-2 H 3 , 11. Upon alkylating cleavage of the epox