The Development of Strategies for Construction of the Aziridine Core of the Antitumor Agents Azinomycins A and B. -The key steps in the synthesis of the aziridine (VII) are Wadsworth-Horner-Emmons olefination to form the derivative (III), its bromination to the (E)-isomer (IV), and cyclization of th
ChemInform Abstract: Stereocontrolled Synthesis of the Fully Elaborated Aziridine Core of the Azinomycins.
β Scribed by R. S. COLEMAN; J.-S. KONG
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 33 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
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β¦ Synopsis
Stereocontrolled Synthesis of the Fully Elaborated Aziridine Core of the Azinomycins.
-The aziridino[1,2-a]pyrrolidine substructure of the antitumor agents Azinomycin A and B, isolated from Streptomyces griseofuscus, is synthesized from the key aldehyde (IV), which is obtained from (I) in 8 steps and 35% yield. -(COLEMAN, R.
π SIMILAR VOLUMES
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.
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
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