Chiral phosphinyl analogues of 2-C-arylmorpholinols: 2-aryl-3,5-diphenyl-[1,4,2]-oxazaphosphinanes |
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| Institution: | 1. A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Centre, Russian Academy of Sciences, Arbuzov str. 8, Kazan 420088, Russia;2. A.M. Butlerov Chemistry Institute, Kazan Federal University, Kremlyevskaya str. 18, Kazan 420008, Russia;3. IFW Dresden, Institute for Solid State Research, P.O. Box 270116, D-01171 Dresden, Germany |
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| Abstract: | (2R,3R,5R)-2-Aryl-3,5-diphenyl-1,4,2]-oxazaphosphinanes 6, analogues of C-arylmorpholinol 3, were prepared with diastereomeric excess higher than 94%, via a three step sequence: (i) diastereoselective addition–cyclization reaction from methyl hypophosphite and a chiral imine 10, (ii) pallado-catalyzed arylation, and then (iii) a selective inversion of configuration at the phosphorus center. |
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