119751-58-5Relevant academic research and scientific papers
Chiral phosphinopyrrolidine compounds and their use for asymmetric synthesis of optically active compounds
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, (2008/06/13)
New chiral phosphinopyrrolidine compounds of the general formula: STR1 wherein R1 is hydrogen or --COA1, --COOA2, --CONHA3, --SO2 A4 or --PO(A5)2, A1, A2, A3, A4 and A5 each represents independently alkyl or aryl, R2 is phenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, and R3 is phenyl, lower-alkylphenyl, di(lower-alkyl)aminophenyl, lower-alkoxyphenyl or 3,5-dimethyl-4-methoxyphenyl, with the proviso that R2 and R3 may not simultaneously by phenyl, p-di(lower-alkyl)-aminophenyl or p-lower-alkoxyphenyl, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.
DESIGN OF METHOXY-SUBSTITUED BPPM ANALOGUES AND THEIR APPLICATION TO THE ASYMMETRIC SYNTHESIS OF N-ACETYLPHENYLALANINE
Takahashi, Hisashi,Achiwa, Kazuo
, p. 3230 - 3233 (2007/10/02)
We described the preparation of methoxy-substitued BPPM ((2S,4S)-N-(tert-butoxycarbonyl)-4-(diphenylphosphino)-2-pyrrolidine) analogues for highly effective asymmetric hydrogenation of (Z)-acetamidocinnamic acid. o-Methoxy-BPPM-Rh+ was very high optical yield (98percent enantiomeric excess (ee), (R)) and p-methoxy-BPPM-Rh+ was very actively catalytic (/=104).On the bases of these result and our respectively control concept, we developed a highly effective chiral ligand (5) for asymmetric synthesis of N-acetylphenylalanine.
