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      Gram-Scale Synthesis of Chiral Cyclopropane-Containing Drugs and Drug Precursors with Engineered Myoglobin Catalysts Featuring Complementary Stereoselectivity

      1 , 1 , 1 , 1
      Angewandte Chemie
      Wiley

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          Stereoselective cyclopropanation reactions.

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            The "Cyclopropyl Fragment" is a Versatile Player that Frequently Appears in Preclinical/Clinical Drug Molecules.

            Recently, there has been an increasing use of the cyclopropyl ring in drug development to transition drug candidates from the preclinical to clinical stage. Important features of the cyclopropane ring are, the (1) coplanarity of the three carbon atoms, (2) relatively shorter (1.51 Å) C-C bonds, (3) enhanced π-character of C-C bonds, and (4) C-H bonds are shorter and stronger than those in alkanes. The present review will focus on the contributions that a cyclopropyl ring makes to the properties of drugs containing it. Consequently, the cyclopropyl ring addresses multiple roadblocks that can occur during drug discovery such as (a) enhancing potency, (b) reducing off-target effects,
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              Recent developments in asymmetric cyclopropanation

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                Author and article information

                Journal
                Angewandte Chemie
                Angew. Chem.
                Wiley
                00448249
                December 23 2016
                December 23 2016
                November 25 2016
                : 128
                : 52
                : 16344-16348
                Affiliations
                [1 ]Department of Chemistry; University of Rochester; 120 Trustee Road Rochester NY 14627 USA
                Article
                10.1002/ange.201608680
                4a17f76f-c9a6-4d69-85c4-55a547f56386
                © 2016

                http://doi.wiley.com/10.1002/tdm_license_1.1

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