Total synthesis of sporolide B.
An ocean of discovery: The first total synthesis of the highly oxygenated, marine-derived, natural product sporolide B has been achieved through a convergent strategy. The key steps involve a ruthenium-catalyzed [2+2+2] cycloaddition to assemble the indene structural motif and a thermally induced Diels-Alder-type reaction to forge the macrocycle (see scheme).
Nicolaou
K C
KC
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA. kcn@scripps.edu
Tang
Yefeng
Y
Wang
Jianhua
J
D039903:Actinobacteria / Q000737:chemistry / Q000378:metabolism; D001688:Biological Products / Q000138:chemical synthesis*; D002384:Catalysis; D003500:Cyclization; D018942:Macrolides / Q000138:chemical synthesis*; D012428:Ruthenium / Q000737:chemistry
D001688:Biological Products; D018942:Macrolides; C509191:sporolide A; D012428:Ruthenium