A simple and efficient route to chaetomellic anhydride a: A potent natural ras farnesyl-protein transferase inhibitor

L De Buyck, R Cagnoli, F Ghelfi, G Merighi, A Mucci…

Index: De Buyck, Laurent; Cagnoli, Rita; Ghelfi, Franco; Merighi, Giulia; Mucci, Adele; Pagnoni, Ugo M.; Parsons, Andrew F. Synthesis, 2004 , # 10 p. 1680 - 1686

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Citation Number: 18

Abstract

Abstract A new and efficient approach to chaetomellic anhydride A has been devised starting from 2, 2-dichloropalmitic acid. This involves the atom transfer radical cyclization of an N-alkyl-N-(3-chloro-2-propenyl) amide followed by rearrangement of the resulting trichloro-pyrrolidin-2-one.