Synthesis ( IF 2.6 ) Pub Date : 2017-09-07 , DOI: 10.1055/s-0036-1590901 Dieter Enders , Qiang Liu , Xiang-Yu Chen , Sun Li , Fabrizio Vetica , Gerhard Raabe
Abstract
An efficient strategy for the synthesis of various of α,β-unsaturated γ-amino acid esters has been established employing N-heterocyclic carbene catalyzed [4+2] cycloadditions of β-methyl enals and aromatic nitroso compounds to afford 1,2-oxazin-6-ones in good yields. A subsequent acid-catalyzed esterification under ring opening yields the γ-amino enoates in good yields.
An efficient strategy for the synthesis of various of α,β-unsaturated γ-amino acid esters has been established employing N-heterocyclic carbene catalyzed [4+2] cycloadditions of β-methyl enals and aromatic nitroso compounds to afford 1,2-oxazin-6-ones in good yields. A subsequent acid-catalyzed esterification under ring opening yields the γ-amino enoates in good yields.
中文翻译:
N-杂环卡宾催化[4 + 2]环烯和亚硝基化合物的环加成反应,两步合成α,β-不饱和γ-氨基酸酯
摘要
已经建立了一种有效的合成各种α,β-不饱和γ-氨基酸酯的策略,采用N-杂环卡宾催化的[4 + 2]环加成的β-甲基烯醛和芳族亚硝基化合物提供1,2-恶嗪-6个,高产。在开环下随后的酸催化的酯化以良好的产率产生γ-氨基烯酸酯。
已经建立了一种有效的合成各种α,β-不饱和γ-氨基酸酯的策略,采用N-杂环卡宾催化的[4 + 2]环加成的β-甲基烯醛和芳族亚硝基化合物提供1,2-恶嗪-6个,高产。在开环下随后的酸催化的酯化以良好的产率产生γ-氨基烯酸酯。