A General Approach for the Synthesis of Phenolic Natural Products. Facile Syntheses of Grifolin and Colletochlorins B and D.

H Saimoto, J Ueda, H Sashiwa, Y Shigemasa…

Index: Saimoto; Ueda; Sashiwa; Shigemasa; Hiyama Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 4 p. 1178 - 1185

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Citation Number: 9

Abstract

A general approach is established for the synthesis of phenolic compounds having terpenoid side chains:(1) protection of the phenolic hydroxyls in the aromatic precursor by ether formation,(2) coupling the aromatic part with a terpenoid bromide, and (3) deprotection to regenerate the hydroxyl groups. This strategy was successfully applied to the synthesis of colletochlorins B and D and grifolin. Some of the colletochlorin derivatives were found to ...