Chemoselective carbon-carbon coupling of organocuprates with (bromomethyl) methylmaleic anhydride: Synthesis of chaetomellic acid A

AM Deshpande, AA Natu…

Index: Deshpande, Anil M.; Natu, Arvind A.; Argade, Narshinha P. Journal of Organic Chemistry, 1998 , vol. 63, # 25 p. 9557 - 9558

Full Text: HTML

Citation Number: 39

Abstract

Chaetomellic anhydrides A and B have been recently isolated1 from Chaetomella acutiseta, and their dianionic forms are potent and highly specific inhibitors of ras farnesyl-protein transferase. The provision of facile synthetic approaches to this bioactive natural product, Chaetomellic acid A anhydride (tetradecylmethylmaleic anhydride, 1e), is a task of current interest. 2-9 Seven alternate syntheses of 1e, including two from our group, 6, 7 have ...