CARBOCYCLIC RING EXPANSION REACTIONS VIA FREE-RADICAL PATHWAYS .3.

被引：26

作者：

BALDWIN, JE

ADLINGTON, RM

SINGH, R

机构：

[1] The Dyson Perrins Laboratory, University of Oxford, Oxford, OX1 3QY, South Parks Road

来源：

TETRAHEDRON | 1992年 / 48卷 / 16期

关键词：

FREE RADICAL; ENOLATE; RING EXPANSION; ALKOXY RADICAL;

D O I：

10.1016/0040-4020(92)85014-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The free radical ring expansion methodology recently described1, leading to the formation of medium sized ring ketones from cyclohexanone precursors has been applied to different side chains and ring sizes. In addition precursors based on lactone rings have been prepared and subjected to radical forming reaction conditions.

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收藏

页码：3385 / 3412

页数：28

相关论文

共 28 条

[1] CARBOCYCLIC RING EXPANSION REACTIONS VIA RADICAL CHAIN PROCESSES [J].

BALDWIN, JE ;

ADLINGTON, RM ;

ROBERTSON, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (21) :1404-1406

[2] CARBOCYCLIC RING EXPANSION REACTIONS VIA RADICAL CHAIN PROCESSES .2. [J].

BALDWIN, JE ;

ADLINGTON, RM ;

ROBERTSON, J .

TETRAHEDRON, 1991, 47 (33) :6795-6812

[3] CARBOCYCLIC RING EXPANSION REACTIONS VIA RADICAL CHAIN PROCESSES [J].

BALDWIN, JE ;

ADLINGTON, RM ;

ROBERTSON, J .

TETRAHEDRON, 1989, 45 (04) :909-922

[4] A FORMAL TOTAL SYNTHESIS OF (+/-)-STRIGOL [J].

BERLAGE, U ;

SCHMIDT, J ;

PETERS, U ;

WELZEL, P .

TETRAHEDRON LETTERS, 1987, 28 (27) :3091-3094

[5]

BERTHIER G, 1966, CHEM CARBONYL GROUP, P1

[6] SYNTHESIS OF MACROCYCLIC ALPHA,BETA-UNSATURATED GAMMA-OXOLACTONES BY RING-ENLARGEMENT REACTIONS - A NEW PATH TO THE MACROCYCLIC LACTONE ANTIBIOTIC-A-26771-B [J].

BIENZ, S ;

HESSE, M .

HELVETICA CHIMICA ACTA, 1987, 70 (05) :1333-1340

[7] SYNTHESES OF INSECT JUVENILE-HORMONE [J].

COCHRANE, JS ;

HANSON, JR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (03) :361-&

[8] SEQUENTIAL ALKOXY RADICAL FRAGMENTATION-TRANSANNULAR RADICAL CYCLIZATION-RADICAL RING EXPANSION REACTIONS - A NEW APPROACH TO BICYCLO[5.3.0]DECANONES AND TO BICYCLO[6.3.0]UNDECANONES [J].

ELLWOOD, CW ;

PATTENDEN, G .

TETRAHEDRON LETTERS, 1991, 32 (12) :1591-1594

[9] Representation of organic iodide from correspondent bromides and chlorides. [J].

Finkelstein, H .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1910, 43 :1528-1532

[10] STEREOCHEMISTRY OF THE PHOTOINDUCED AND MICHAEL ADDITION OF METHANOL TO 7-MEMBERED AND 8-MEMBERED 2-CYCLOALKENONES - EFFECT OF METHYL SUBSTITUENTS [J].

HART, H ;

CHEN, BL ;

JEFFARES, M .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (15) :2722-2726