A recent comication on the synthesis of the A/B rings moiety of withaferin Al, prompted us to report our own approach to this probslm which is markedly different, and led to the successful preparation of the title derivatives. This study follows a detailed chemical investigation performed earlier in
Synthetic studies of withanolide I synthesis of ab ring moiety of withaferin A
β Scribed by Masaji Ishiguro; Akira Kajikawa; Toshio Haruyama; Masuo Morisaki; Nobuo Ikekawa
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- French
- Weight
- 183 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Withanolide is a new series of naturally occuring ., Among those, withaferin A (1)" has been paid a special inhibitory activity.
Structural features of 1 are the C28 steroidal lactones
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An asymmetric synthesis of the AB ring moiety of FR182877, possessing seven asymmetric centers, via a diastereoselective IMDA reaction is described.
A highly oxygen-functionalized cyclohexenone 2, the AB ring fragment for the aquayamycin synthesis, was efficiently synthesized via stereoselective addition of allylzinc bromide to ketone 3a which, in turn, was available from the optically pure cyclohexane 1,2,3-triol derivative 5.