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From racemic alcohols to enantiopure amines: Ru-catalyzed diastereoselective amination.

ABSTRACT: A commercially available ruthenium(II) PNP-type pincer catalyst (Ru-Macho) promotes the formation of ?-chiral tert-butanesulfinylamines from racemic secondary alcohols and Ellman's chiral tert-butanesulfinamide via a hydrogen borrowing strategy. The formation of ?-chiral tert-butanesulfinylamines occurs in yields ranging from 31% to 89% with most examples giving >95:5 dr.

SUBMITTER: Oldenhuis NJ 

PROVIDER: S-EPMC4160272 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

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From racemic alcohols to enantiopure amines: Ru-catalyzed diastereoselective amination.

Oldenhuis Nathan J NJ   Dong Vy M VM   Guan Zhibin Z  

Journal of the American Chemical Society 20140829 36

A commercially available ruthenium(II) PNP-type pincer catalyst (Ru-Macho) promotes the formation of α-chiral tert-butanesulfinylamines from racemic secondary alcohols and Ellman's chiral tert-butanesulfinamide via a hydrogen borrowing strategy. The formation of α-chiral tert-butanesulfinylamines occurs in yields ranging from 31% to 89% with most examples giving >95:5 dr. ...[more]

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