Tetrahedron

Total synthesis of maesanin and analogues

S Poigny, M Guyot, M Samadi

Index: Poigny, Stephane; Guyot, Michele; Samadi, Mohammad Tetrahedron, 1998 , vol. 54, # 49 p. 14791 - 14802

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Citation Number: 39

Abstract

An efficient total synthesis of maesanin and related quinones is reported, through direct alkylation of 1, 2, 4, 5-tetramethoxybenzene with alkylbromides, followed by oxidation with ceric ammonium nitrate (CAN) which provokes formation of the quinone and deprotection of the more hindered methyl ether in one step, to furnish the desired 2-hydroxy-5-methoxy-1, 4- benzoquinones 1a-h.

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