Enantioselective Access to S-Chiral 1,2-Benzothiazines by CpxRh(III) Catalyzed C-H Functionalization of Sulfoximines.

Enantioselective Access to S-Chiral 1,2-Benzothiazines by CpxRh(III) Catalyzed C-H Functionalization of Sulfoximines.
Angew Chem Int Ed Engl. 2018 Oct 09;:
Authors: Cramer N, Sun Y
Abstract
Sulfoximines with stereogenic sulfur atoms are attractive structural motifs in drug discovery. A direct catalytic enantioselective method accessing S-chiral 1,2-benzothiazines from readily accessible diarylsulfoximines is presented. Rhodium(III) complexes equipped with chiral cyclopentadienyl ligands and paired with suitable carboxylic acid additives engage in an enantiodetermining C-H activation directed by the sulfoximine group. Subsequent trapping of the rhodacycle by a broad range of diazoketones gives access to S chiral 1,2-benzothiazines with synthetically highly attractive substitution patterns in good yields and enantioselectivities.
PMID: 30300950 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - October 9, 2018 Category: Chemistry Authors: Cramer N, Sun Y Tags: Angew Chem Int Ed Engl Source Type: research