A C1-C9 fragment of the antitumour macrolide rhizoxin has been synthesised. An Evans' asymmetric aldol reaction was used to set up the first two chiral centres, and an a,b-unsaturated d-lactone was then formed on the acyclic system by an intramolecular Wadsworth-Emmons reaction. Stereoselective hydr
Radical mediated enantioselective construction of C-1 to C-9 segment of rhizoxin
โ Scribed by AV Rama Rao; GVM Sharma; Manjunath N Bhanu
- Book ID
- 104214826
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 238 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
Stereoselective syntheses of the C(l)-C(9) and C(12)-C(26) subunits of the macrolide antitumor agent rhizoxin are described. Chelation-controlled Ireland-Claisen rearrangement, stereoselective Horner-Wadsworth-Emmons reactions and a thermodynamically-controlled diastereotopic group differentiation a
A stereocontrolled synthesis of the C 1 C 9 segment of the marine natural product peloruside A is described. The key steps involve Sharpless's catalytic asymmetric dihydroxylation reaction, a chelation-controlled reduction of chiral b-alkoxy ketones to elaborate the syn-1,3-diol functionality and a