Indol-2-one intermediates: mechanistic evidence and synthetic utility. Total syntheses of (+/-)-flustramines A and C.
Journal
  Organic letters.
Citation
  Org Lett. 7(4):677-80
Publication date
  2005 Feb 17
Authors
  Fuchs JR
Funk RL
Investigators
  Raymond Funk
Grant agencies
  National Institute of General Medical Sciences
Grants
  NIGMS GM 28553
Abstract
  A variety of 3,3-disubstituted 2-indolinones have been prepared by treatment of 3-bromo-3-alkyl-2-indolinones with dienophiles/nucleophiles in the presence of cesium carbonate. Application of this general strategy has facilitated the total syntheses of the reverse prenylated marine natural products (+/-)-flustramine A and (+/-)-flustramine C. [Structure: see text]