Enantioselective synthesis of Amaryllidaceae alkaloids (+)-vittatine, (+)-epi-vittatine, and (+)-buphanisine.
Enantioselective synthesis of Amaryllidaceae alkaloids (+)-vittatine, (+)-epi-vittatine, and (+)-buphanisine.
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DOI：
10.1002/asia.201300595
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发表时间：
2013-09
期刊：
影响因子：
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通讯作者：
Meng-Xue Wei;Cheng-Tao Wang;Ji-Yuan Du;H. Qu;Peijun Yin;X. Bao;Xiao-Yan Ma;Xian-He Zhao;Guo-Biao Zhang;Chun‐An Fan
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文献类型：
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作者：
Meng-Xue Wei;Cheng-Tao Wang;Ji-Yuan Du;H. Qu;Peijun Yin;X. Bao;Xiao-Yan Ma;Xian-He Zhao;Guo-Biao Zhang;Chun‐An Fan
热铁皮屋顶上的猫：在双功能有机催化剂作用下，α-氰基酮与丙烯酸酯的不对称催化Michael加成反应被用于构建独特的芳基全碳季铵立构中心，这在光学纯顺式芳基氢吲哚生物碱的化学合成中是至关重要的。该方案提供了（+）-vittatine、（+）-epi-vittatine和（+）-buphanisine的不对称途径。
Cat. on a hot tin roof: Enantioselective catalytic Michael addition of α-cyanoketones to acrylates under bifunctional organocatalysis was used to construct the unique arylic all-carbon quaternary stereocenter, which is synthetically crucial in the chemical synthesis of optically pure cis-aryl hydroindole alkaloids. The protocol offers an asymmetric route to (+)-vittatine, (+)-epi-vittatine, and (+)-buphanisine.