jo8b01217_si_002.cif (555.85 kB)
Diastereo- and Enantioselective Construction of Dihydrobenzo[e]indole Scaffolds via Catalytic Asymmetric [3 + 2] Cycloannulations
dataset
posted on 2018-07-19, 00:00 authored by Can Li, Dan-Ni Xu, Chun Ma, Guang-Jian Mei, Feng ShiThe first catalytic
asymmetric construction of chiral dihydrobenzo[e]indole
scaffolds has been established in a highly diastereo-
and enantioselective mode (30 examples, up to 99% yield, >95:5
dr,
>99% ee), which makes use of chiral phosphoric acid-catalyzed [3
+
2] cycloannulations of azonaphthalene derivatives with 3-vinylindoles.
This reaction also represents the first catalytic asymmetric cycloannulation
of azonaphthalene derivatives with alkenes, which will not only provide
a useful method for constructing enantioenriched dihydrobenzo[e]indole scaffolds but also advance the chemistry of catalytic
asymmetric reactions of azonaphthalene derivatives.