Synthesis of achiral and chiral N-protected γ-amino-β-ketones and β-ketoesters

被引:7
|
作者
Katritzky, Alan R. [1 ]
Wang, Zuoquan [1 ]
Hall, C. Dennis [1 ]
机构
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
关键词
Benzotriazole; achiral; chiral; protected; ketones; ketoesters;
D O I
10.3998/ark.5550190.0009.a04
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel chiral N-carbamate-protected gamma-amino-beta-ketones 3a-c and the known N-carbamate-protected nitroketone 3d were prepared from the corresponding 1-(N-protected alpha-aminoacyl) benzotriazoles 1 by reaction with nucleophiles 2a-d in the presence of bases under mild conditions. Similarly achiral and chiral N-protected gamma-amino-beta-ketoesters 3e-1 were prepared by reaction with acetoacetates in the presence of sodium hydride.
引用
收藏
页码:26 / 36
页数:11
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