- Abstract:
-
The asymmetric synthesis of (-)-(R)-sitagliptin was achieved in seven steps from commercially available starting materials using the highly diastereoselective conjugate additions of either lithium (R)-N-benzyl-N- (α-methylbenzyl)amide or lithium (R)-N-benzyl-N-(α-methyl-p- methoxybenzyl)amide to tert-butyl 4-(2′,4′,5′-trifluorophenyl) but-2-enoate to install the correct stereochemistry. Subsequent sequential acid-catalysed hydrolysis of the resultant β-amino esters, HOBt/EDC mediated coupling...
Expand abstract - Publisher copy:
- 10.1016/j.tetlet.2012.04.025
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- Journal:
- TETRAHEDRON LETTERS
- Volume:
- 53
- Issue:
- 24
- Pages:
- 3052-3055
- Publication date:
- 2012-06-13
- DOI:
- EISSN:
-
1873-3581
- ISSN:
-
0040-4039
- URN:
-
uuid:72c9f46e-bb4b-4e9f-b1db-87304f3fae23
- Source identifiers:
-
400529
- Local pid:
- pubs:400529
- Copyright date:
- 2012
Journal article
Asymmetric synthesis of (-)-(R)-sitagliptin
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