Abstract
Enantio- and diastereoselective syntheses of the iridoids (-)-isoiridomyrmecin
and (+)-α-skytanthine from a common intermediate
(6-bromo-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan-2-one) were achieved.
Key steps in both syntheses are conjugated nucleophilic substitutions
(SN2′ anti-reactions)
with C1 zinc cyanocuprates.
Key words
enantioselective synthesis - cuprates - natural
products - zinc - alkaloids
References
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