在 HO/DCM 界面处，有机碱催化的三苯甲基硫醇与原位生成的氮杂-O-醌甲川的不对称 1,4-加成反应。
An organic-base catalyzed asymmetric 1,4-addition of tritylthiol to in situ generated aza-o-quinone methides at the HO/DCM interface.
机构信息
State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China.
出版信息
Chem Commun (Camb). 2019 Feb 26;55(18):2668-2671. doi: 10.1039/c8cc09382b.
PMID:30746537
Abstract
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.
摘要
基于在碱存在下原位生成 N-o-QM 物种的有效方法，本文报道了三苯甲基硫醇与原位生成的 N-o-QMs 的对映选择性催化共轭加成反应。在温和条件下，使用 H2O/DCM 作为溶剂，酸-碱双功能有机催化剂 4c（10 mol%）可以实现这些转化，并具有很高的立体选择性（高达 94%ee）。
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