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Highly diastereoselective and general synthesis of primary ?-fluoroamines.


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

SUBMITTER: Schulte ML 

PROVIDER: S-EPMC3196525 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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Highly diastereoselective and general synthesis of primary β-fluoroamines.

Schulte Michael L ML   Lindsley Craig W CW  

Organic letters 20110926 20


A short, high yielding protocol has been developed for the highly diastereoselective (dr >20:1) and general synthesis of primary β-fluoroamines by the enantioselective α-fluorination of aldehydes, conversion into the N-sulfinyl aldimine, nucleophilic addition of various organometallic species, and 1° amine liberation. ...[more]

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