REGIOSELECTIVE SYNTHESIS OF 1,8-DIHYDROXYTETRALINS THROUGH A TANDEM REDUCTION INTRAMOLECULAR HYDROXYALKYLATION OF 4-(3-HYDROXYPHENYL)ALKANOATES

被引：13

作者：

GUANTI, G ^{[1
]}

BANFI, L ^{[1
]}

RIVA, R ^{[1
]}

机构：

[1] CNR,CTR STUDIO CHIM COMPOSTI CICLOALIFAT & AROMAT,I-16132 GENOA,ITALY

来源：

TETRAHEDRON | 1994年 / 50卷 / 41期

关键词：

D O I：

10.1016/S0040-4020(01)89307-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 4-(3-hydroxyphenyl)butanoates 3 has been prepared and transformed into 1,8-dihydroxytetralins of general formula 2 by treatment with 2 equivalents of DIBALH followed by quenching with aqueous NH4Cl. A possible mechanism for this novel totally regioselective intramolecular hydroxyalkylation is suggested and the factors affecting the stability of 1,8-dihydroxytetralins 2 are also discussed.

引用

页码：11945 / 11966

页数：22

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