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Stereoselective Nucleophilic Trifluoromethylation of N-(tert-Butylsulfinyl)imines by Using Trimethyl(trifluoromethyl)silane

G K Surya Prakash, Mihirbaran Mandal, George A Olah

Angew Chem Int Ed Engl. 2001 Feb 2;40(3):589-590.

PMID: 29712018

Abstract:

A very general reaction is presented to achieve the nucleophilic transfer of "CF3 " to chiral N-(tert-butylsulfinyl)imines in high yield and high stereoselectivity. Tetrabutylammonium difluorotriphenylsilicate (TBAT) functions as a fluoride source, and aromatic, heterocyclic, and aliphatic sulfinylimines react smoothly. The high stereoselectivity suggests that the reaction proceeds through an open transition state. TMS=trimethylsilyl.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP81290202 Trimethyl(trifluoromethyl)silane Trimethyl(trifluoromethyl)silane 81290-20-2 Price
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