Asymmetric Synthesis of the Epoxide Portion of the Azinomycins. -The short asymmetric synthesis of the title compound (VII) is based on the asymmetric dihydroxylation of benzyl 3,3-dimethylacrylate (I) by treatment with AD-mix-Ξ±. -(BRYANT, H. J.
ChemInform Abstract: Efficient Stereoselective Synthesis of the Epoxyacid Fragment of the Azinomycins.
β Scribed by R. S. COLEMAN; C. R. SARKO; J. P. GITTINGER
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Efficient Stereoselective Synthesis of the Epoxyacid Fragment of the Azinomycins.
-Sharpless asymmetric epoxidation/kinetic resolution of the racemic alcohol (III), effectively available by three different routes, proceeds with the opposite sense of enantioselection than predicted using literature precedent, providing the C17-C21-epoxyacid segment (X) of the azinomycins.
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