Synthesis of heterocycles by radical cyclisation

被引：120

作者：

Bowman, WR ^{[1
]}

Fletcher, AJ ^{[1
]}

Potts, GBS ^{[1
]}

机构：

[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 24期

关键词：

D O I：

10.1039/b108582b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of heterocycles by the radical cyclisation method was performed. The use of radical generating reagents are contrasted with Bu3SnH in the synthesis of biologically important γlactams using cyclisation of enamides. H-bonding was used to obtain moderate stereocontrol in 5-exo cyclisations for the synthesis of enantiopure 3-alkyl and 2, 3-dialkylpyrrolidines.

引用

页码：2747 / 2762

页数：16

共 208 条

[1] Intramolecular homolytic substitution at selenium:: Synthesis of novel selenium-containing vitamin E analogues
Al-Maharik, N
Engman, L
Malmström, J
Schiesser, CH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (19) : 6286 - 6290
[2] Radical cyclisation onto pyrazoles: synthesis of withasomnine
Allin, SM
Barton, WRS
Bowman, WR
McInally, T
[J]. TETRAHEDRON LETTERS, 2002, 43 (23) : 4191 - 4193
[3] Acyl radical cyclisation onto pyrroles
Allin, SM
Barton, WRS
Bowman, WR
McInally, T
[J]. TETRAHEDRON LETTERS, 2001, 42 (44) : 7887 - 7890
[4] Intramolecular radical hydrosilylation -: the first radical 5-endo-dig cyclisation
Amrein, S
Studer, A
[J]. CHEMICAL COMMUNICATIONS, 2002, (15) : 1592 - 1593
[5] Radical transfer hydrosilylation/cyclization using silylated cyclohexadienes
Amrein, S
Timmermann, A
Studer, A
[J]. ORGANIC LETTERS, 2001, 3 (15) : 2357 - 2360
[6] Synthesis and reactions of antimalarial bicyclic peroxides
Bachi, MD
Korshin, EE
Hoos, R
Szpilman, AM
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (03) : 639 - 646
[7] Preparation of 1-phenylcyclohexa-2,5-diene-1-carboxylates and their use in free-radical mediated syntheses
Baguley, PA
Jackson, LV
Walton, JC
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (03): : 304 - 309
[8] Baret N, 2000, EUR J ORG CHEM, V2000, P1507
[9] Radical cyclisation reactions involving phosphonyl radicals: the use of phosphites and phosphine oxides as alternatives to tributyltin hydride
Barks, JM
Gilbert, BC
Parsons, AF
Upeandran, B
[J]. TETRAHEDRON LETTERS, 2001, 42 (17) : 3137 - 3140
[10] Tributyltin hydride-mediated radical cyclisation of aldehydes and unsaturated ketones: the synthesis of hydroxy tetrahydrofurans, chromanols and related compounds
Bebbington, D
Bentley, J
Nilsson, PA
Parsons, AF
[J]. TETRAHEDRON LETTERS, 2000, 41 (46) : 8941 - 8945

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