Ring Contraction of 1,2-Dihydronaphthalenes Promoted by Thallium(III) in Acetonitrile: A Diastereoselective Approach to Indanes

被引：11

作者：

Ferraz, Helena M. C. ^{[1
]}

Carneiro, Vania M. T. ^{[1
]}

Silva, Luiz F., Jr. ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Quim, BR-05513970 Sao Paulo, Brazil

来源：

SYNTHESIS-STUTTGART | 2009年 / 03期

基金：

巴西圣保罗研究基金会;

关键词：

thallium(III) nitrate; carbocycles; indanes; ring contractions; oxidative rearrangements; ASYMMETRIC-SYNTHESIS; CONJUGATE ADDITION; OXIDATION; STEREOCHEMISTRY; REARRANGEMENT; ALDEHYDES; INDANONES; KETONES; NITRATE; ETHERS;

D O I：

10.1055/s-0028-1083308

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

trans-1,3-Disubstituted indanes are conveniently accessed by a stereoselective ring contraction of 1,2-dihydronaphthalenes upon treatment with thallium(III) nitrate (TTN) in acetonitrile. Under these conditions, the oxidative rearrangement of either di- or trisubstituted double bonds is possible.

引用

页码：385 / 388

页数：4

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