Pd-catalyzed reductive cleavage of N-N bond in dibenzyl-1-alkylhydrazine-1,2-dicarboxylates with PMHS: application to a formal enantioselective synthesis of (R)-sitagliptin
| Title | Pd-catalyzed reductive cleavage of N-N bond in dibenzyl-1-alkylhydrazine-1,2-dicarboxylates with PMHS: application to a formal enantioselective synthesis of (R)-sitagliptin |
| Publication Type | Journal Article |
| Year of Publication | 2016 |
| Authors | Dey, S, Gadakh, SK, Ahuja, BBhushan, Kamble, SP, Sudalai, A |
| Journal | Tetrahedron Letters |
| Volume | 57 |
| Issue | 6 |
| Pagination | 684-687 |
| Date Published | FEB |
| ISSN | 0040-4039 |
| Keywords | anti-Diabetic, Environmentally benign, Hydrazine, PMHS, Reductive cleavage |
| Abstract | An environmentally benign approach involving Pd-catalyzed reductive N-N bond cleavage in dibenzyl-1-alkylhydrazine-1,2-dicarboxylates leading to the synthesis of N-(tert-butoxy)carbamates under very mild conditions has been described. PMHS serves as an inexpensive source of hydride in MeOH/deionized H2O medium. This protocol has been successfully applied in the formal synthesis of (R)-sitagliptin, an anti-diabetic drug. (C) 2015 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetlet.2015.12.116 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.347 |
Divison category:
Chemical Engineering & Process Development