SYNTHESIS OF PYRROLIZIDINES USING AMINYL RADICALS GENERATED FROM SULFENAMIDE PRECURSORS

被引：49

作者：

BOWMAN, WR

CLARK, DN

MARMON, RJ

机构：

[1] Department of Chemistry, University of Technology, Loughborough,

来源：

TETRAHEDRON | 1994年 / 50卷 / 04期

关键词：

SULFENAMIDES; AMINYL RADICALS; PYRROLIZIDINES; TRIBUTYLTIN HYDRIDE; TANDEM RADICAL-CYCLIZATION;

D O I：

10.1016/S0040-4020(01)80838-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tandem radical cyclisations of aminyl radicals generated from sulfenamide precursors have been used for the synthesis of pyrrolizidines and other polycyclic nitrogen heterocycles. The aminyl radicals are generated by reaction between sulfenamide precursors and Bu(3)SnH.

引用

页码：1295 / 1310

页数：16

共 20 条

[1] TRIS(TRIMETHYLSILYL)SILANE AS A RADICAL-BASED REDUCING AGENT IN SYNTHESIS
BALLESTRI, M
CHATGILIALOGLU, C
CLARK, KB
GRILLER, D
GIESE, B
KOPPING, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) : 678 - 683
[2] THE GENERATION OF AMINYL RADICALS FROM SULFENAMIDES
BECKWITH, ALJ
MAXWELL, BJ
TSANAKTSIDIS, J
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1991, 44 (12) : 1809 - 1812
[3] CYCLIZATION OF AMINYL RADICALS USING SULFENAMIDE PRECURSORS
BOWMAN, WR
CLARK, DN
MARMON, RJ
[J]. TETRAHEDRON LETTERS, 1992, 33 (34) : 4993 - 4994
[4] SULFENAMIDES AS SYNTHETIC PRECURSORS OF AMINYL RADICALS
BOWMAN, WR
CLARK, DN
MARMON, RJ
[J]. TETRAHEDRON LETTERS, 1991, 32 (44) : 6441 - 6444
[5] BOWMAN WR, 1993, TETRAHEDRON, V49, P1275
[6] A SHORT TOTAL SYNTHESIS OF (+/-)-GEPHYROTOXIN-223AB
BROKA, CA
ENG, KK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (25) : 5043 - 5045
[7] CRICH D, 1991, FREE RADICAL PROCESS
[8] THE DESIGN AND APPLICATION OF FREE-RADICAL CHAIN REACTIONS IN ORGANIC-SYNTHESIS .1.
CURRAN, DP
[J]. SYNTHESIS-STUTTGART, 1988, (06): : 417 - 439
[9] PYRROLIDINES AND ALLYLIC AMINES FROM RADICAL-INDUCED CLEAVAGE OF AZIRIDINES
DICKINSON, JM
MURPHY, JA
[J]. TETRAHEDRON, 1992, 48 (07) : 1317 - 1326
[10] Giese B., 1986, RADICALS ORGANIC SYN

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