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Synthesis, Resolution and Use in Enantioselective Catalysis of an Axially Chiral Binaphthyl-templated P,S-heterodonor Ligand (binaps)
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1  Dipartimento di Chimica, Universite di Sassari, Via Vienna 2, 07100 Sassari (Italia

Abstract: The synthesis of racemic or enantiopure 2-diphenylphosphanyl-1,1'-binaphthalene-2'-thiol 8 (BINAPS) has been accomplished through a multistep reaction sequence from racemic or enantiopure binaphthol, respectively. The reaction sequence is completely stereoconservative. Enantiopure 8 can be alternatively obtained by resolution of rac-8 using the chiral benzylaminato Pd(II)-complex 16 as the resolving agent.
Keywords: Heterodonor ligands; Binaphthalene derivatives; Enantioselective catalysis; Transition metal catalysts; Allylic alkylation