A chiral nonracemic enolate with dynamic axial chirality:: Direct asymmetric α-methylation of α-amino acid derivatives

被引：0
|
作者：
Kawabata, T [1 ]
Suzuki, H [1 ]
Nagae, Y [1 ]
Fuji, K [1 ]
机构：
[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2000年 / 39卷 / 12期
关键词：
alkylations; amino acids; asymmetric synthesis; chirality; enolates;
D O I：
10.1002/1521-3773(20000616)39:12<2155::AID-ANIE2155>3.0.CO;2-N
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The crucial intermediate A with a racemization barrier of 16 kcal mol- 1 at - 78°C is proposed for the asymmetric α-methylation of 1 to give 2 in 81% cc and 96% yield (see scheme). The asymmetric α-methylation occurs in other amino acid derivatives (Dopa, Val, Leu, Trp, His, Tyr) in 78-93% cc.
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收藏
页码：2155 / +
页数：4
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