Synthesis based on cyclohexadienes Part 36: an efficient methodology for the construction of spiro[4.5]decanes: a formal synthesis of acorone

被引：5

作者：

Biju, PJ ^{[1
]}

Pramod, K ^{[1
]}

Rao, GSRS ^{[1
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

来源：

ARKIVOC | 2003年

关键词：

spiro[4.5]decane synthesis; bridgehead substitution; reductive alkylation;

D O I：

10.3998/ark.5550190.0004.310

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient strategy for the contruction of spiro[4.5] decanes is described and involves a bridgehead substitution of a methoxyl group by a methyl group followed by an oxidative cleavage of the tricyclo[5.2.2.0(1,5)] undecane 25 to produce the spiro[4.5] decanes 31 & 32 which are intermediates in the synthesis of acorone. A novel one-pot conversion of alpha-methoxy carboxylic acid to alpha-methyl carboxylic acid is described.

引用

页码：88 / 103

页数：16

共 30 条

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