4.8 Article

Base-Mediated Meerwein-Ponndorf-Verley Reduction of Aromatic and Heterocyclic Ketones

Journal

ORGANIC LETTERS
Volume 21, Issue 16, Pages 6447-6451

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02342

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Funding

  1. NIH-NIGMS [R01-GM117016]
  2. California Tobacco-Related Disease Research Program [28DT-0006]
  3. University of California, Los Angeles
  4. NSF [CHE-1048804]
  5. NIH NCRR [S10RR025631]

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An experimental protocol to achieve the Meerwein-Ponndorf-Verley (MPV) reduction of ketones under mildly basic conditions is reported. The transformation is tolerant of a range of ketone substrates, including O- and S-containing heterocycles, is scalable, and shows potential to be used as a platform to access enantioenriched products. These studies provide a general method for achieving the reduction of ketones under mildly basic conditions and offer an alternative protocol to more well-known AI-based MPV reduction conditions.

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