Enantioselective
Synthesis of Azamerone
Matthew
L. Landry
Grace M. McKenna
Noah Z. Burns
10.1021/jacs.8b12566.s001
https://acs.figshare.com/articles/dataset/Enantioselective_Synthesis_of_Azamerone/7692155
A concise
and selective synthesis of the dichlorinated meroterpenoid
azamerone is described. The paucity of tactics for the synthesis of
natural-product-relevant chiral organochlorides motivated the development
of unique strategies for accessing these motifs in enantioenriched
forms. The route features a novel enantioselective chloroetherification
reaction, a Pd-catalyzed cross-coupling between a quinone diazide
and a boronic hemiester, and a late-stage tetrazine [4+2]-cycloaddition/oxidation
cascade.
2019-02-01 00:00:00
motif
dichlorinated meroterpenoid azamerone
boronic hemiester
enantioenriched forms
cycloaddition
quinone diazide
novel enantioselective chloroetherification reaction
tetrazine
natural-product-relevant chiral organochlorides
strategy
tactic
accessing
paucity
route features
Azamerone
late-stage
cascade
Enantioselective Synthesis
synthesis
Pd-catalyzed cross-coupling