Diastereoselective synthesis of quaternary α-amino acids from diketopiperazine templates

被引：26

作者：

Davies, Stephen G. ^{[1
]}

Garner, A. Christopher ^{[1
]}

Ouzman, Jaqueline V. A. ^{[1
]}

Roberts, Paul M. ^{[1
]}

Smith, Andrew D. ^{[1
]}

Snow, Emma J. ^{[1
]}

Thomson, James E. ^{[1
]}

Tamayo, Juan A. ^{[1
]}

Vickers, Richard J. ^{[1
]}

机构：

[1] Univ Oxford, Dept Organ Chem, Chem Res Lab, Oxford OX1 3TA, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2007年 / 5卷 / 13期

关键词：

D O I：

10.1039/b704475e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sequential enolate alkylations of (S)- N(1)-methyl-5-methoxy-6-isopropyl-3,6-dihydropyrazin-2-one and ( S)- N( 1)- p-methoxybenzyl-5-methoxy-6-isopropyl-3,6-dihydropyrazin-2-one proceed with excellent levels of diastereoselectivity (> 90% de) affording quaternary alpha-amino acids in high enantiomeric excess (> 98% ee) after deprotection and hydrolysis.

引用

页码：2138 / 2147

页数：10

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