Diastereo- and Enantioselective Construction of Dihydrobenzo[e]indole Scaffolds via Catalytic Asymmetric [3 + 2] Cycloannulations
2018-07-19T00:00:00Z (GMT) by
The 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.
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