Sequential C–H Arylation and Enantioselective Hydrogenation Enables Ideal Asymmetric Entry to the Indenopiperidine Core of an 11β-HSD-1 Inhibitor

Author:

Wei Xudong1,Qu Bo1,Zeng Xingzhong1,Savoie Jolaine1,Fandrick Keith R.1,Desrosiers Jean-Nicolas1,Tcyrulnikov Sergei2,Marsini Maurice A.1,Buono Frederic G.1,Li Zhibin1,Yang Bing-Shiou1,Tang Wenjun1,Haddad Nizar1,Gutierrez Osvaldo2,Wang Jun1,Lee Heewon1,Ma Shengli1,Campbell Scot1,Lorenz Jon C.1,Eckhardt Matthias3,Himmelsbach Frank3,Peters Stefan3,Patel Nitinchandra D.1,Tan Zhulin1,Yee Nathan K.1,Song Jinhua J.1,Roschangar Frank1,Kozlowski Marisa C.2,Senanayake Chris H.1

Affiliation:

1. Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, Ridgefield, Connecticut 06877, United States

2. Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States

3. Medicinal Chemistry, Boehringer Ingelheim Pharma GmbH & Co. KG, Birkendorfer Strasse 65, 88397 Biberach/Riss, Germany

Funder

National Institutes of Health

Publisher

American Chemical Society (ACS)

Subject

Colloid and Surface Chemistry,Biochemistry,General Chemistry,Catalysis

Reference73 articles.

1. World Health Organization. Global status report on noncommunicable diseases 2014;World Health Organization:Geneva, Switzerland, 2014.

2. bCenters for Disease Control and Prevention. National Diabetes Statistics Report: Estimates of Diabetes and Its Burden in the United States, 2014;U.S. Department of Health and Human Services:Atlanta, GA, 2014.

3. Eckhardt, M.; Peters, S.; Mar, H.; Himmelsbach, F.Patent WO 2011/057054 A1, 2011.

4. Scalable Total Synthesis and Biological Evaluation of Haouamine A and Its Atropisomer

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