Organocatalytic enantioselective hydrazination of 1,3-dicarbonyl compounds:: Asymmetric synthesis of α,α-disubstituted α-amino acids

被引：119

作者：

Xu, XN ^{[1
]}

Yabuta, T ^{[1
]}

Yuan, P ^{[1
]}

Takemoto, Y ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

SYNLETT | 2006年 / 01期

关键词：

addition reactions; amino acids; asymmetric synthesis; keto esters; organocatalysts;

D O I：

10.1055/s-2005-922766

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The organocatalytic alpha-hydrazination of beta-keto esters using a bifunctional urea as catalyst and azodicarboxylates as electrophiles has been investigated and is shown to proceed in high yields and with good enantioselectivity. The scope of the reaction is demonstrated for various substrates and the urea catalyst 1b was revealed to be superior to thiourea la. Furthermore, transformation of the obtained product 4aa into optically active amino acid derivative 10 is also presented.

引用

页码：137 / 140

页数：4

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