Chakraborty, Tushar Kanti ; Goswami, Rajib Kumar ; Sreekanth, Midde (2007) Studies directed towards the total synthesis of lycoperdinosides: stereoselective construction of the C1-C9 and C10-C21 segments of the molecules Tetrahedron Letters, 48 (23). pp. 4075-4078. ISSN 0040-4039
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.04.016
Abstract
The three chiral centres of the C1-C9 moiety of the six-membered lactone glycosides, lycoperdinosides A and B, have been derived from a common starting material containing a single chiral centre. In contrast, the C10-C21 segment of these molecules has been synthesized using, as key steps, a highly stereoselective aldol reaction, a Ti(III)-mediated opening of a trisubstituted epoxy alcohol and an efficient directed hydrostannylation of a suitably substituted internal alkyne.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Lycoperdinosides; Aldol Reaction; Ti(III); Hydrostannylation |
| ID Code: | 20480 |
| Deposited On: | 20 Nov 2010 14:25 |
| Last Modified: | 20 Nov 2010 14:25 |
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