Cover Feature: Highly Enantioselective Synthesis of Sitagliptin (Asian J. Org. Chem. 2/2020). Issue 2 (7th February 2020)

• Record Type: Journal Article
• Authors: Khopade, Kishor V.; Sen, Anirban; Birajdar, Rajkumar S.; Paulbudhe, Uday P.; Kavale, Dattatry S.; Shinde, Prashant S.; Mhaske, Santosh B.; Chikkali, Samir H.
• Is Part Of: Asian journal of organic chemistry. Volume 9:Issue 2(2020)
• Page Start: 125
• Page End: 125
• Publication Date: 2020-02-07
• Subjects: asymmetric hydrogenation -- FerroLANE ligands -- catalysis -- sitagliptin -- rhodium; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202000034
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract : Diabetes is on the rise across the Globe and millions of people are being affected. Sitagliptin has emerged as a potent inhibitor for the treatment of type II diabetes, which can regulate blood sugar level, and new strategies to prepare this molecule are being discovered. Herein we report a highly enantioselective synthesis of sitagliptin. Using specifically identified chiral FerroLANE ligands in the presence of a rhodium catalyst the asymmetric hydrogenation of an enamine to yield sitagliptin with excellent enantioselectivity (98% ee ). The final product has been isolated as a phosphate salt with >99% ee . More information can be found in the Full Paper by Samir Chikkali et al. on page 189 in Issue 2, 2020 (DOI: 10.1002/ajoc.201900709 ).