Regio- and stereoselective construction of γ-butenolides through phosphine-catalyzed substitution of Morita-Baylis-Hillman acetates:: An organocatalytic allylic alkylation
Regio- and stereoselective construction of γ-butenolides through phosphine-catalyzed substitution of Morita-Baylis-Hillman acetates:: An organocatalytic allylic alkylation
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DOI：
10.1002/anie.200461381
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发表时间：
2004-01-01
影响因子：
16.6
通讯作者：
Krische, MJ
中科院分区：
文献类型：
--
作者：
Cho, CW;Krische, MJ
保持金属：在2的存在下，将乙酸酯1暴露于亚化学计量量的三苯磷烷后，通过正式的串联SN 2 '-SN 2'取代机制发生区域选择性无金属烯丙位取代，以提供具有高水平的区域和非对映体控制的γ-丁烯内酯3（见方案）。
Hold the metal: Upon exposure of acetates 1 to substoichiometric quantities of triphenylphosphane in the presence of 2, regioselective metal-free allylic substitution occurs through a formal tandem S N 2′-S N 2′ substitution mechanism to provide γ-butenolides 3 with high levels of regio-and diastereocontrol (see scheme).