Anjaneyulu, A. S. R. ; Narayana Rao, M. ; Row, L. R. ; Sree, A. (1979) Sapogenins of Acacia concinna DC-IV: Wagner-Meerwein rearrangements in acacic acid lactone and some selected triterpenes Tetrahedron, 35 (4). pp. 519-525. ISSN 0040-4020
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/004040...
Related URL: http://dx.doi.org/10.1016/0040-4020(79)80149-0
Abstract
Dehydration reactions involving the 3-OH of ring-A in acacic acid lactone (1), sapogenin-B (2), methyl exhinocystate (3) and methyl oleanolate (4) have been carried out with different reagents: POCl3/pyridine, PCl5/hexane and solvolysis of their 3-tosylates. Structures of the different products obtained have been assigned based on the study of their PMR and mass spectra. Dependence of the conformational strain of the rest of the molecule other than ring-A is felt considerably on the course of dehydration with milder reagents, e.g. POCl3/pyridine and solvolysis but not with PCl5.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 33526 |
| Deposited On: | 06 Jul 2011 10:08 |
| Last Modified: | 06 Jul 2011 10:08 |
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