Loading...
Please wait, while we are loading the content...
Similar Documents
Total Synthesis of ( + )-Swainsonine, (–)- Swainsonine, ( + )-8-epi-Swainsonine and ( + )- Dideoxy-Imino-Lyxitol by an Organocatalyzed Aldolization/Reductive Amination Sequence
| Content Provider | SAGE Publishing |
|---|---|
| Author | Trajkovic, Milos Pavlovic, Milos Bihelovic, Filip Ferjancic, Zorana Saicic, Radomir N. |
| Copyright Year | 2022 |
| Abstract | A tactical combination of either (S)- or (R)-proline catalyzed aldol reaction followed by intramolecular reductive amination enabled the synthesis of a chiral pyrrolidine derivative with 3 contiguous stereocenters in only 2 synthetic steps, starting from achiral precursors. This product, obtainable in both enantiomeric forms, was further exploited as a common intermediate in total syntheses of the biologically active iminosugars: ( + )-swainsonine, (–)-swainsonine, ( + )-8-epi-swainsonine, and ( + )-dideoxy-imino-lyxitol. |
| Related Links | https://journals.sagepub.com/doi/pdf/10.1177/1934578X221091672?download=true |
| ISSN | 1934578X |
| Issue Number | 4 |
| Volume Number | 17 |
| Journal | Natural Product Communications (NPX) |
| e-ISSN | 15559475 |
| DOI | 10.1177/1934578X221091672 |
| Language | English |
| Publisher | Sage Publications CA |
| Publisher Date | 2022-05-04 |
| Publisher Place | Los Angeles |
| Access Restriction | Open |
| Rights Holder | © The Author(s) 2022 |
| Subject Keyword | indolizidines reductive amination glycosidase inhibitors iminosugars organocatalyzed aldol reaction pyrrolidines |
| Content Type | Text |
| Resource Type | Article |
| Subject | Plant Science Drug Discovery Pharmacology Complementary and Alternative Medicine |
