Synthesis and Diels-Alder reactivity of simple 1-phenoxy-1,3-dienes

被引：10

作者：

Caballero, E

Guilhot, F

Lopez, JL

Medarde, M

Sahagun, H

Tome, F

机构：

[1] Depto. de Quimica Orgánica, Facultad de Farmacia, Universidad de Salamanca, E-37007 Salamanca, Av. Campo Charro s/n

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 38期

关键词：

D O I：

10.1016/0040-4039(96)01525-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An easy and useful method for the preparation of simple 1-phenoxy-2-trialkylsiloxy-1,3-dienes in high yields, has been established and their reactivity in the Diels-Alder reaction at room temperature has been studied. By this procedure, phenoxy substituted cyclohexenes and cyclohexanones of known relative stereochemistry can be obtained. Copyright (C) 1996 Published by Elsevier Science Ltd

引用

页码：6951 / 6954

页数：4

共 35 条

[1]

BROWNBRIDGE P, 1983, SYNTHESIS-STUTTGART, P1

[2]

Carruthers W, 1990, Cycloaddition Reactions in Organic Synthesis

[3] SYNTHESIS OF SUBSTITUTED DIPHENYL ETHERS USING THE DIELS-ALDER REACTION [J].

CARTER, SD ;

THETFORD, D ;

VOYLE, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04) :1231-1233

[4] STUDIES RELATED TO ANTHRACYCLINES .1. SOME DIELS-ALDER REACTIONS OF 4A,9A-EPOXY-4A,9A-DIHYDROANTHRACENE-1,4,9,10-TETRONE [J].

CHANDLER, M ;

STOODLEY, RJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (04) :1007-1012

[5] DIELS-ALDER REACTIONS OF TRANS-1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE [J].

DANISHEFSKY, S ;

KITAHARA, T ;

YAN, CF ;

MORRIS, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (23) :6996-7000

[6] SILOXY DIENES IN TOTAL SYNTHESIS [J].

DANISHEFSKY, S .

ACCOUNTS OF CHEMICAL RESEARCH, 1981, 14 (12) :400-406

[7]

DANISHEFSKY S, 1983, ORG SYNTH, V61, P147

[8] DERIVATIVES OF 1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE FOR DIELS-ALDER REACTIONS [J].

DANISHEFSKY, S ;

YAN, CF ;

SINGH, RK ;

GAMMILL, RB ;

MCCURRY, PM ;

FRITSCH, N ;

CLARDY, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (23) :7001-7008

[9] COPPER(II)-INDUCED OXIDATIONS OF AROMATIC SUBSTRATES - CATALYTIC CONVERSION OF CATECHOLS TO ORTHO-BENZOQUINONES - COPPER PHENOXIDES AS INTERMEDIATES IN THE OXIDATION OF PHENOL AND A SINGLE-STEP CONVERSION OF PHENOL, AMMONIA, AND OXYGEN INTO MUCONIC ACID MONONITRILE [J].

DEMMIN, TR ;

SWERDLOFF, MD ;

ROGIC, MM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (19) :5795-5804

[10]

FRANGUELLI F, 1990, DIENES DIELS ALDER R

← 1 2 3 4 →