Overturning the peribysin family natural products isolated from periconia byssoides OUPS-N133: synthesis and stereochemical revision of peribysins A, B, C, F, and G
| Title | Overturning the peribysin family natural products isolated from periconia byssoides OUPS-N133: synthesis and stereochemical revision of peribysins A, B, C, F, and G |
| Publication Type | Journal Article |
| Year of Publication | 2020 |
| Authors | Athawale, PR, Kalmode, HP, Motiwala, Z, Kulkarni, KA, D. Reddy, S |
| Journal | Organic Letters |
| Volume | 22 |
| Issue | 8 |
| Pagination | 3104-3109 |
| Date Published | APR |
| Type of Article | Article |
| ISSN | 1523-7060 |
| Abstract | Herein we report the stereochemical revision of peribysins A, B, C, F, and G, guided by enantiospecific total synthesis starting from (+)-nootkatone. Furthermore, we reconfirmed the absolute stereochemistry of peribysin Q The highlights of the synthesis are enone transposition and kinetic iodination resulting in separation of diastereomers. Our findings coupled with synthetic and biological data previously reported by Danishefsky's group suggest that the original stereochemistries of peribysins A, B, C, F, and G were misassigned. |
| DOI | 10.1021/acs.orglett.0c00857 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 6.091 |
Divison category:
Biochemical Sciences
Organic Chemistry
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