CYCLIZATION OF UNSATURATED MONOTERPENIC ALCOHOLS MEDIATED BY THALLIUM-(III) SALTS

被引：26

作者：

FERRAZ, HMC ^{[1
]}

RIBEIRO, CMR ^{[1
]}

GRAZINI, MVA ^{[1
]}

BROCKSOM, TJ ^{[1
]}

BROCKSOM, U ^{[1
]}

机构：

[1] UFSCAR,DEPT QUIM,BR-13560 SAO CARLOS,SP,BRAZIL

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 10期

基金：

巴西圣保罗研究基金会;

关键词：

D O I：

10.1016/S0040-4039(00)76741-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of thallium triacetate and thallium trinitrate with four monoterpenic unsaturated alcohols (isopulegol, neo-isopulegol, cis-carveol and alpha-terpineol), in AcOH:H2O, (1:1, vol/vol) as solvent, led to the corresponding beta-hydroxy-cyclic ethers with high regio- and stereoselectivity, in moderate to good yields. A mechanism of ring-contraction or ring-expansion of the oxythallated adduct is proposed, based on the substitution patterns of each double bond.

引用

页码：1497 / 1500

页数：4

共 6 条

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