Enantioselective syntheses of (R)-pipecolic acid, (2R,3R)-3-hydroxypipecolic acid, beta-(+)-conhydrine and (-)-swainsonine using an aziridine derived common chiral synthon
| Title | Enantioselective syntheses of (R)-pipecolic acid, (2R,3R)-3-hydroxypipecolic acid, beta-(+)-conhydrine and (-)-swainsonine using an aziridine derived common chiral synthon |
| Publication Type | Journal Article |
| Year of Publication | 2015 |
| Authors | Chavan, SP, Khairnar, LB, Pawar, KP, Chavan, PN, Kawale, SA |
| Journal | RSC Advances |
| Volume | 5 |
| Issue | 62 |
| Pagination | 50580-50590 |
| Date Published | MAY |
| ISSN | 2046-2069 |
| Abstract | Concise total syntheses of (R)-pipecolic acid, (R)-ethyl-6-oxopipecolate, (2R, 3R)-3-hydroxypipecolic acid and formal syntheses of beta-(+)-conhydrine, (-)-lentiginosine, (-)-swainsonine and 1,2-di-epi-swainsonine have been accomplished starting from a common chiral synthon. The present strategy employs regioselective aziridine ring opening, Wittig olefination and RCM as the key chemical transformations. |
| DOI | 10.1039/c5ra06429e |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.289 |
Divison category:
Organic Chemistry