Synthesis of hemilabile P,N-ligands with a pentane-2,4-diyl backbone |
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| Authors: | Gergely Farkas,Zsó fia Csá szá r,Szabolcs Balogh,Imre Tó th,Jó zsef Bakos |
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| Affiliation: | 1. Department of Organic Chemistry, University of Pannonia, Egyetem u. 10, H-8200 Veszprém, Hungary;2. NMR Laboratory, University of Pannonia, Egyetem u. 10, H-8200 Veszprém, Hungary |
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| Abstract: | A general and convenient two-step synthetic method has been developed for the preparation of a novel class of aminoalkyl-phosphine type compounds, which involves nucleophilic ring-opening of cyclic sulfate esters. The ring-opening step was performed using several different aliphatic and aromatic amines to produce aminoalkyl sulfates that were reacted with LiPPh2 to give the corresponding P,N-ligands. The desymmetrization procedure affords an easy route to synthesize enantiomerically pure pentane-2,4-diyl based P,N-ligands with a highly tunable structure. The ligands derived from primary amines have a stereogenic N-atom that can be useful in asymmetric catalytic syntheses. |
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| Keywords: | P,N-ligands Cyclic sulfates Asymmetric synthesis Azetidine Stereogenic N-atom |
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