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Feedstock Reagents in Metal-Catalyzed Carbonyl Reductive Coupling: Minimizing Preactivation for Efficiency in Target-Oriented Synthesis

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 40, Pages 14055-14064

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201905532

Keywords

atom efficiency; carbonyl addition; enantioselectivity; hydrogenation; total synthesis

Funding

  1. Welch Foundation [F-0038]
  2. NIH [R01 GM093905]

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Use of abundant feedstock pronucleophiles in catalytic carbonyl reductive coupling enhances efficiency in target-oriented synthesis. For such reactions, equally inexpensive reductants are desired or, ideally, corresponding hydrogen autotransfer processes may be enacted wherein alcohols serve dually as reductant and carbonyl proelectrophile. As described in this Minireview, these concepts allow reactions that traditionally require preformed organometallic reagents to be conducted catalytically in a byproduct-free manner from inexpensive pi-unsaturated precursors.

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