Xiang-Feng Ding, Wulin Yang, Jiangyi Mao
Jun 28, 2019
Citations
0
Influential Citations
10
Citations
Journal
Organic letters
Abstract
An organocatalytic asymmetric arylmethylation/ N-hemiacetalization of 2-indolyl methane derivatives and 2-enals was developed. Notably, the 2-methyl of indole was readily deprotonated to produce highly reactive nucleophilic species by introducing the nitro group at the C3 position of the indole ring. A spectrum of valuable chiral dihydropyrido[1,2- a]indoles were efficiently constructed with excellent enantioselectivity (up to >99% ee). Furthermore, the corresponding products could be easily functionalized via simple deprotonation and treatment with other electrophiles with excellent diastereoselectivities (>20:1 dr).