Diastereoselective Synthesis of Indanes and Tetralins via Intramolecular Friedel-Crafts Reaction

被引：45

作者：

Begouin, Jeanne-Marie ^{[1
]}

Capitta, Francesca ^{[1
]}

Wu, Xian ^{[1
]}

Niggemann, Meike ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 06期

关键词：

CONDENSED POLYNUCLEAR HYDROCARBONS; ACID-CATALYZED CYCLIZATION; AROMATIC ALCOHOLS; CYCLIALKYLATIONS; ALKYLATION; CYCLODEHYDRATION; STEREOCHEMISTRY; REARRANGEMENTS; CARBINOLS; CATIONS;

D O I：

10.1021/ol400341p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An easy access to tetralin and indane skeletons has been developed using a diastereoselective intramolecular Friedel-Crafts alkylation. Treatment of diastereomeric mixtures of benzyl carbinols with a catalytic amount of Ca(NTf2)(2)/Bu4NPF6 yields the respective tetralin or indane in good yields with high levels of regio- and diastereoselectivity.

引用

页码：1370 / 1373

页数：4

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