Nicolaou, K. C. ; Chakraborty, T. K. ; Daines, R. A. ; Simpkins, N. S. (1986) Retrosynthetic and synthetic chemistry on amphotericin B. Synthesis of C(1)-C(20) and C(21)-C(38) fragments and construction of the 38-membered macrocycle Journal of the Chemical Society, Chemical Communications (5). pp. 413-416. ISSN 0022-4936
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Official URL: http://www.rsc.org/publishing/journals/C3/article....
Related URL: http://dx.doi.org/10.1039/C39860000413
Abstract
For the first time, amphotericin B (I) has been successfully derivatized and degraded to intermediates that have been converted into compounds (II)[C(1)-C(20) fragment] and (III)[C(21)-C(38) fragment], projected as major key intermediates for a total synthesis; methods have been developed for the coupling of fragments (II) and (III) to give the ketophosphonate-aldehyde (28) and for the cyclization of this preculrsor to the 38-membered macrocyclic heptaenone (29) in 70-80% yield.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Royal Society of Chemistry. |
| ID Code: | 20631 |
| Deposited On: | 20 Nov 2010 13:49 |
| Last Modified: | 20 May 2011 11:33 |
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