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Direct Amine-Catalyzed Enantioselective Synthesis of Pentacyclic Dibenzo[.

The Journal of organic chemistry

Yadav J, Pawar AP, Nagare YK, Iype E, Rangan K, Ohshita J, Kumar D, Kumar I.
PMID: 33030896
J Org Chem. 2020 Nov 06;85(21):14094-14108. doi: 10.1021/acs.joc.0c02141. Epub 2020 Oct 08.

A direct protocol for the asymmetric synthesis of dibenzoxazepine/thiazepine-fused [2.2.2] isoquinuclidines is developed. The reaction proceeds through a proline-catalyzed direct Mannich reaction followed by an intramolecular aza-Michael cascade sequence between 2-cyclohexene-1-one and various tricyclic imines, like dibenzoxazepines/thiazepines, as an...

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