Synthesis of both enantiomers of beta,beta-diphenyl-alpha-alanine (Dip) from glycine using (S)- or (R)-2-[(N-benzylprolyl)amino]benzophenone as a reusable chiral auxiliary

被引：27
作者：
Tararov, VI
Saveleva, TF
Kuznetsov, NY
Ikonnikov, NS
Orlova, SA
Belokon, YN
North, M
机构：
[1] UNIV COLL N WALES,DEPT CHEM,BANGOR LL57 2UW,GWYNEDD,WALES
[2] RUSSIAN ACAD SCI,AN NESMEYANOV ORGANOELEMENT CPDS INST,MOSCOW 117813,RUSSIA
来源：
TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 01期
关键词：
D O I：
10.1016/S0957-4166(96)00498-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Preparative syntheses of enantiopure (S)- and (R)-Dip by alpha-C-alkylation with Ph(2)CHX (X=Cl or Br) of the glycine moiety in a Ni(II) Schiff's base complex 1 derived from glycine and (S)- or (R)-[(N-benzylprolyl)amino]benzophenone (BPB) is described. The diastereoselectivity of the alkylation with PhCH(2)Br in DMF in the presence of NaOH is both kinetically and thermodynamically controlled. (C) 1997, Elsevier Science Ltd. All rights reserved.
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页码：79 / 83
页数：5
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