Prasad, Kavirayani R. ; Chandrakumar, Appayee (2007) Stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine [jaspine B] The Journal of Organic Chemistry, 72 (16). pp. 6312-6315. ISSN 0022-3263
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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo0707838
Related URL: http://dx.doi.org/10.1021/jo0707838
Abstract
A practical stereoselective synthesis of cytotoxic anhydrophytosphingosine pachastrissamine (jaspine B) was achieved in 48% overall yield from D-(−)-tartaric acid. Key features of the sequence include the diastereoselective formation of a tetrol with three contiguous chiral centers, which was further elaborated to pachastrissamine. The synthetic route is operationally simple, diastereoselective and is amenable for the synthesis of a number of analogues of pachastrissamine.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 105812 |
| Deposited On: | 21 Dec 2017 12:02 |
| Last Modified: | 21 Dec 2017 12:02 |
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