Tetrahedron Letters

A chiral bidentate phosphoramidite (Me-BIPAM) for Rh-catalyzed asymmetric hydrogenation of α-dehydroamino esters, enamides, and dimethyl itaconate

K Kurihara, Y Yamamoto, N Miyaura

Index: Kurihara, Kazunori; Yamamoto, Yasunori; Miyaura, Norio Tetrahedron Letters, 2009 , vol. 50, # 26 p. 3158 - 3160

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Citation Number: 15

Abstract

High performance of Me-BIPAM for enantioselective hydrogenation of α-dehydroamino esters, enamides, and dimethyl itaconate was demonstrated.[Rh (Me-BIPAM)(diene)] X (diene= cod, nbd; X= BF4, PF6, SbF6) gave optically active β-aryl α-amino esters up to 99% ee, 1-arylethylamines up to 97% ee, methyl 2-acetylaminobutanoate with 90% ee, and dimethyl 2-methylsuccinate with 97% ee under 0.3− 0.8 MPa dihydrogen with 0.1− 1mol% ...