login

Design and Enantioselective Construction of Axially Chiral Naphthyl‐Indole Skeletons

Angewandte Chemie International EditionPublished 3 November 2016
Hong‐Hao Zhang, Cong‐Shuai Wang, Can Li, Guang‐Jian Mei, Yuxue Li, Feng Shi
Citations324
SJR quartileQ1
SJR score5.55
SNIP2.47

Abstract

The first enantioselective construction of a new class of axially chiral naphthyl-indole skeletons has been established by organocatalytic asymmetric coupling reactions of 2-naphthols with 2-indolylmethanols (up to 99 % yield, 97:3 e.r.). This approach not only affords a new type of axially chiral heterobiaryl backbone, but also provides a new catalytic enantioselective strategy for constructing axially chiral biaryl scaffolds by making use of the C3-electrophilicity of 2-indolylmethanols.

Keywords

ChemistryPharmacology, Toxicology and Pharmaceutics