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http://nopr.niscpr.res.in/handle/123456789/16446| Title: | Synthesis of 6-prenylpyranoflavanones : Total synthesis of (±)-maxima flavanone A |
| Authors: | Mali, Raghao S Kulkarni-Joshi, Priya |
| Issue Date: | May-1999 |
| Publisher: | NISCAIR-CSIR, India |
| Abstract: | First total synthesis of (±)-maxima flavanone A (1) and the synthesis of other 6-prenylpyranoflavanones 2 and 7 has been described from pyranoacetophenone 10. The acetophenone 10 on reaction with prenylbromide in DMF solution, in presence of K2CO3 gives the prenylether 11 which on heating in N,N-dimethylaniline at 160-170 °C undergoes Claisen and Cope rearrangements providing the pyranoacetophenone 12. Condensation of 12 with aryl aldehydes using methanolic KOH as base in the presence of CTAB gives the chalcones 13a-c, which on cyclisation using KF-Celite in refluxing methanol yield the angular pyranoflavanones 1,2 and 7, respectively. |
| Page(s): | 596-599 |
| Appears in Collections: | IJC-B Vol.38B(05) [May 1999] |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| IJCB 38B(5) 596-599.pdf | 870.38 kB | Adobe PDF | View/Open |
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