4.8 Article

Highly Diastereoselective and General Synthesis of Primary β-Fluoroamines

Journal

ORGANIC LETTERS
Volume 13, Issue 20, Pages 5684-5687

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol202415j

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Funding

  1. Department of Pharmacology and Vanderbilt University
  2. NIH [S10 RR019022]

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A short, high yielding protocol has been developed for the highly diastereoselective (dr >20:1) and general synthesis of primary beta-fluoroamines by the enantioselective alpha-fluorination of aldehydes, conversion into the N-sulfinyl aldimlne, nucleophilic addition of various organometallic species, and 1 degrees amine liberation.

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