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金催化的多环吲哚骨架的对映选择性合成和动力学拆分的对映体富集β-取代色胺烯丙基。

Gold(i)-catalyzed enantioselective synthesis of polycyclic indoline skeletons and enantiomerically enriched β-substituted tryptamine-allenes by kinetic resolution.

机构信息

State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, 345 Ling-Ling Lu, Shanghai 200032, China.

出版信息

Chem Commun (Camb). 2019 Apr 4;55(29):4210-4213. doi: 10.1039/c9cc00412b.

Abstract

A gold(i)-catalyzed highly efficient kinetic resolution of indole-allene derivatives has been demonstrated, providing enantiomerically enriched polycyclic indolines possessing four stereogenic centers including an all-carbon quaternary center in a spirocyclic framework and β-substituted tryptamine derivatives in good to excellent ee values and high s selectivities with good functional group tolerance under mild conditions in an atom-economical way.

摘要

已证明金(i)催化的吲哚-丙二烯衍生物的高效动力学拆分,在温和条件下以原子经济性方式,提供了对映体富集的多环吲哚啉,具有包括螺环骨架中全碳季碳中心和β取代色胺衍生物在内的四个手性中心,ee 值和 s 值都很好,具有良好的官能团耐受性。

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