Total Syntheses of 3- epi-Litsenolide D2 and Lincomolide A.
Noriki KutsumuraAkito KirisekoKentaro NiwaTakao SaitoPublished in: The Journal of organic chemistry (2018)
The first total syntheses of 3- epi-litsenolide D2 and its enantiomer lincomolide A were achieved. The synthetic highlights of our approach include olefin cross metathesis and bromine addition to the generated double bond, followed by the regioselective HBr-elimination and intramolecular carbonylation using bis(triphenylphosphine)dicarbonylnickel. This investigation also revealed that the previously reported specific optical rotation of 3- epi-litsenolide D2 should be revised.