Asymmetric Conjugate Addition of Glycine Derivatives under Copper Catalysis†
Dr. Mark Strohmeier
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)
Search for more papers by this authorKevin Leach
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)
Search for more papers by this authorCorresponding Author
Dr. Matthew A. Zajac
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)Search for more papers by this authorDr. Mark Strohmeier
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)
Search for more papers by this authorKevin Leach
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)
Search for more papers by this authorCorresponding Author
Dr. Matthew A. Zajac
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)
API Chemistry and Analysis, GlaxoSmithKline Pharmaceuticals, King of Prussia, PA (USA)Search for more papers by this authorWe thank Alan Freyer for help with NMR studies, J. J. Conde and Huan Wang for helpful discussions, and Doug Fuerst and Chris Morgan for help with HPLC data.
Graphical Abstract
Coppertunity knocks: An inexpensive, practical, and environmentally benign procedure for the enantioselective addition of glycine derivatives to α,β-unsaturated ketones has been developed (see scheme). By modifying the workup, the conjugate addition product or a cyclic imine can be accessed. The solution structure of the catalyst–substrate complex is shown to be key to the overall reaction selectivity.
Supporting Information
Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors.
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