Total synthesis of (?)-aplaminal by Buchwald–Hartwig cross-coupling of an aminal?

New Journal of Chemistry Pub Date: 2019-11-06 DOI: 10.1039/C9NJ04743C

Abstract

The concise total synthesis of an unusual alkaloid, aplaminal, has been accomplished. The synthetic feature is the Buchwald–Hartwig cross-coupling between a novel triazabicyclo[3.2.1]octane core and an aromatic bromide. The practicality of our approach provides aplaminal analogs and preliminary structure–cytotoxicity relationships of an aromatic moiety were achieved.

Graphical abstract: Total synthesis of (?)-aplaminal by Buchwald–Hartwig cross-coupling of an aminal
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