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Convergent Synthesis of α ‐Branched Amines by Transition‐Metal‐Catalyzed C−H Bond Additions to Imines
Author(s) -
Hummel Joshua R.,
Ellman Jonathan A.
Publication year - 2017
Publication title -
israel journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.908
H-Index - 54
eISSN - 1869-5868
pISSN - 0021-2148
DOI - 10.1002/ijch.201700021
Subject(s) - chemistry , stereocenter , imine , enantioselective synthesis , catalysis , transition metal , amine gas treating , combinatorial chemistry , stoichiometry , atom economy , organic chemistry
α ‐Branched amines are ubiquitous in drugs and natural products, and consequently, synthetic methods that provide convergent and efficient entry to these structures are of considerable value. Transition‐metal‐catalyzed C−H bond additions to imines have the potential to be highly practical and atom‐economic approaches for the synthesis of a diverse and complex array of α ‐branched amine products. These strategies typically employ readily available starting inputs, display high functional group compatibility, and often avoid the production of stoichiometric waste byproducts. A number of C−H functionalization methods have also been developed that incorporate cascade cyclization pathways to give amine‐substituted carbocycles, and in many cases, proceed with the formation of multiple stereogenic centers. Advances in the area of asymmetric C−H bond additions to imines have also been achieved through the use of chiral imine N ‐substituents as well as by enantioselective catalysis.