Enantioselective Synthesis of 1-Aryl Benzo[5]helicenes Using BINOL-Derived Cationic Phosphonites as Ancillary Ligands

被引：44

作者：

Redero, Pablo ^{[1
]}

Hartung, Thierry ^{[1
]}

Zhang, Jianwei ^{[1
]}

Nicholls, Leo D. M. ^{[1
]}

Zichen, Guo ^{[1
]}

Simon, Martin ^{[1
]}

Golz, Christopher ^{[1
]}

Alcarazo, Manuel ^{[1
]}

机构：

[1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2020年 / 59卷 / 52期

关键词：

5]helicenes; asymmetric catalysis; cationic phosphonites; gold catalysis; ligand design; ONE HUNDRED YEARS; STEREOSELECTIVE SYNTHESES; ASYMMETRIC CATALYSIS; HELICENE; CYCLOISOMERIZATION; REARRANGEMENT; MOLECULES; ALKYNES;

D O I：

10.1002/anie.202010021

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of unprecedented BINOL-derived cationic phosphonites is described. Through the use of these phosphanes as ancillary ligands in Au(I)catalysis, a highly regio- and enantioselective assembly of appropriately designed alkynes into 1-(aryl)benzo[5]carbohelicenes is achieved. The modular synthesis of these ligands and the enhanced reactivity that they impart to Au-I-centers after coordination have been found to be the key features that allow an optimization of the reaction conditions until the desired benzo[5]helicenes are obtained with high yield and enantioselectivity.

引用

页码：23527 / 23531

页数：5