Design and Enantioselective Construction of Axially Chiral Naphthyl-Indole Skeletons.
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.
School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, P.R. China.
Hong-Hao
HH
Zhang
School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, P.R. China.
Cong-Shuai
CS
Wang
School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, P.R. China.
Can
C
Li
School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, P.R. China.
Guang-Jian
GJ
Mei
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P.R. China.
Yuxue
Y
Li
School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou, 221116, P.R. China.
Feng
F
Shi
asymmetric catalysis; atroposelectivity; chirality; enantioselectivity; organocatalysis