Abstract Sulfondiimines are diaza‐analogues of sulfones with a chiral sulfur center. Compared to sulfones and sulfoximines, their synthesis and transformations have so far been studied to a lesser extent. Here, we report the enantioselective synthesis of 1,2‐benzothiazine 1‐imines, i.e., cyclic sulfondiimine derivatives from sulfondiimines and sulfoxonium ylides via C−H alkylation/cyclization reactions. The combination of [Ru(p‐cymene)Cl2]2 and a newly developed chiral spiro carboxylic acid is key to achieving high enantioselectivity.
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