title: Three-component reactions of sulfonylimidates, silyl glyoxylates and N-tert-butanesulfinyl aldimines: an efficient, diastereoselective, and enantioselective synthesis of Cyclic N-sulfonylamidines.
abstract: Three-component coupling reactions of sulfonylimidates, silyl glyoxylates and N-tert-butanesulfinyl aldimines efficiently provide cyclic N-sulfonylamidines containing free endocyclic N-H. The formation of two C-C bonds (contiguous stereogenic carbons), one O-Si bond, and one C-N bond, together with the cleavage of the chiral auxiliary (tert-butanesulfinyl group), occurs with excellent chemoselectivity, diastereoselectivity, and enantioselectivity in this one-pot cascade transformation.
authors.affiliation: Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences, Urumqi, China.
authors.forename: Ming
authors.initials: M
authors.lastname: Yao
authors.forename: Chong-Dao
authors.initials: CD
authors.lastname: Lu
mesh_terms: D000578:Amidines / Q000138:chemical synthesis* / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D006038:Glyoxylates / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry; D013454:Sulfoxides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000578:Amidines; D000588:Amines; D006038:Glyoxylates; D007097:Imines; D017646:Organosilicon Compounds; D013450:Sulfones; D013454:Sulfoxides