Extending the scope of catalytic asymmetric fluorination

• Research unit: COST
• Project number: C02.0035

Key words (English)

Asymmetric catalytic halogenation; catalytic hydroxylation; fluorination; chlorination

Research programs (English)

COST-Action D24 - Sustainable Chemical Processes: Stereoselective Transition Metal-Catalysed Reactions

Short description (English)

See abstract

Partners and International Organizations (English)

AT, BE, DK, FI, FR, DE, EL, HU, IE, IT, LV, MT, NL, NO, PL, PT, RO, SI, ES, SE, CH, UK

Abstract (English)

The Ti(TADDOLato)-catalyzed electrophilic sulfenylation of b-keto esters has been realized with phthalimide-N-sulfenyl chloride, a reagent in which the phthalimide unit functions as a protecting group for the sulfur atom. Enantioselectivities up to 60% ee were obtained. The asymmetric Cu-catalyzed fluorination of a-iminoyl-b-keto esters has been realized for the first tim (up to ca. 50% ee). A newly developed reagent has been successfully used for the electrophilic trifluoromethylation of nitroesters, thiols and most recently secondary phosphines.

References in databases (English)

Swiss Database: COST-DB of the State Secretariat for Education and Research Hallwylstrasse 4 CH-3003 Berne, Switzerland Tel. [phone] Swiss Project-Number: C02.0035