An efficient synthesis of (+/-)-xanthorrhizol:: One pot decyanation and demethylation

被引：4

作者：

Lujan-Montelongo, Jesus A. ^{[1
]}

Covarrubias-Zuniga, Adrian ^{[1
]}

Romero-Ortega, Moises ^{[2
]}

Avila-Zarraga, Jose G. ^{[1
]}

机构：

[1] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico

[2] Univ Autonoma Estado Mexico, Fac Quim, Toluca, Edo De Mexico, Mexico

来源：

LETTERS IN ORGANIC CHEMISTRY | 2008年 / 5卷 / 06期

关键词：

xanthorrhizol; total synthesis; alpha-cyanocarbanion; C-alkylation; decyanation; demethylation; ether cleavage;

D O I：

10.2174/157017808785740525

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and short total synthesis affording (+/-)-Xanthorrhizol in 90% overall yield is described. The method comprises three steps: 1) C-alkylation of 3-methoxy-4-methyl-benzylcyanide with 5-iodine-2-methyl-pent-2-ene; 2) C-methylation of the resulting cyanide; and 3) one-pot decyanation and demethylation carried out by the action of lithium.

引用

页码：470 / 472

页数：3

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