An approach to the core skeleton of lancifodilactone F.
Two cycloaddition reactions were utilized for the construction of the 5,6,7-tricyclic skeleton of lancifodilactone F and buxapentalactone. A [2+2] ketene cycloaddition reaction was first used to set their adjacent all-carbon quaternary centers at the 5,6-ring junction. An arene-olefin meta-photocycloaddition reaction was then used to install the 6- and 7-membered rings concurrently.
Wang
Qiaoling
Q
Department of Biochemistry, The University of Texas Southwestern Medical Center, 5323 Harry Hines Boulevard, Dallas, Texas 75390-9038, USA.
Chen
Chuo
C
D003500:Cyclization; D015394:Molecular Structure; D014315:Triterpenes / Q000737:chemistry*
D014315:Triterpenes; C506846:lancifodilactone F