Total Synthesis of Notoryne.
Sibadatta SenapatiShyamsundar DasChepuri V RamanaPublished in: The Journal of organic chemistry (2018)
The structure of notoryne comprises a halogenated 2,2'-bifuranyl moiety along with a terminal cis-enyne unit. In this work, we document the first total synthesis of notoryne, confirming its assigned relative and absolute configurations. The devised route comprises a glucose diacetonide-derived chiral pool intermediate as the starting point and 5- endo bromo-etherification for making the key bis-furan unit, anomeric C-allylation, as well as a relay cross-metathesis to install the cis-enyne unit.
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