Modular chiral thiazolidine catalysts in asymmetric aryl transfer reactions

Modular chiral thiazolidine derivatives were synthesized in a single step from inexpensive and commercially available starting materials. These ligands catalyzed enantioselective arylation of different aldehydes using aryl boronic acids as a source of transferable aryl groups. The products were obtained in excellent yields and good enantioselectivities.

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(R)-Isopropyl 2,2-dibutylthiazolidine-4-carboxylateC15H29NO2SCalculated: 288.19918; Found: 288.1991[α]D20=-17 (c 1.0, dichloromethane)

(R)-Methyl 2,2-dibutylthiazolidine-4-carboxylateC13H25NO2SCalculated: 260.16788; Found: 260.16787[α]D20=-88 (c 1.0, dichloromethane)

(S)-Isopropyl 2,2-dibutyl-5,5-dimethylthiazolidine-4-carboxylateC17H33NO2SCalculated: 316.23048; Found: 316.23047[α]D20=+26 (c 1.0, dichloromethane)