An organic-base catalyzed asymmetric 1,4-addition of tritylthiol to in situ generated aza-o-quinone methides at the H2O/DCM interface

An organic-base catalyzed asymmetric 1,4-addition of tritylthiol to in situ generated aza-o-quinone methides at the H2O/DCM interface
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有机碱催化三苯甲基硫醇在 H2O/DCM 界面上原位生成氮杂邻醌甲基化物的不对称 1,4-加成反应。

DOI:
10.1039/c8cc09382b
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发表时间:
2019-03-04
影响因子:
4.9
通讯作者:
Li, Can
Li, Can
中科院分区:
化学2区
文献类型:
--
作者:
Liu, Xianghui;Wang, Kai;Li, Can

文献摘要

被引文献

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基于一种在碱存在下原位生成N-o-QM物种的有效方法,报道了三硫醇与原位生成的N-o-QMS的对映选择性催化共轭加成反应。酸碱双功能有机催化剂4c(10mol%)在温和的条件下,以H2O/DCM为溶剂,使这些转化具有高的立体选择性(高达94%ee)。
Based on an efficient method for in situ generation of N-o-QM species in the presence of a base, enantioselective catalytic conjugated additions of tritylthiol to in situ generated N-o-QMs are reported. Acid-base bifunctional organocatalyst 4c (10 mol%) enables these transformations with high stereoselectivities (up to 94% ee) using H2O/DCM as a solvent under mild conditions.