IMINYL RADICALS .2. RING-OPENING OF CYCLOBUTYL- AND CYCLOPENTYLIMINYL RADICALS

被引:89
作者
BOIVIN, J [1 ]
FOUQUET, E [1 ]
ZARD, SZ [1 ]
机构
[1] ECOLE POLYTECH,CNRS,SYNTH ORGAN LAB,F-91128 PALAISEAU,FRANCE
关键词
D O I
10.1016/S0040-4020(01)80850-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Slow addition of tributylstannane to sulphenylimines 2 give the corresponding cycloiminyl radicals 3 which can undergo ring opening, a process that is easily incorporated into complex reaction sequences.
引用
收藏
页码:1757 / 1768
页数:12
相关论文
共 57 条
[41]  
MESMAEKER A, 1992, SYNLETT, P285
[42]   CYANOKETENES - SYNTHESIS AND CYCLO-ADDITIONS [J].
MOORE, HW ;
GHEORGHIU, MD .
CHEMICAL SOCIETY REVIEWS, 1981, 10 (03) :289-328
[43]   A NEW SYNTHETIC METHOD FOR SULFENIMINES - FLUORIDE-CATALYZED REACTION OF N,N-BIS(TRIMETHYLSILYL)SULPHENAMIDES WITH ALDEHYDES AND KETONES [J].
MORIMOTO, T ;
NEZU, Y ;
ACHIWA, K ;
SEKIYA, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (22) :1584-1585
[44]   EPIMERIZATION AT A QUATERNARY C-SUBSTITUTED CARBON-ATOM [J].
MULLER, M ;
KAGI, D ;
FURST, A .
TETRAHEDRON, 1981, 37 :257-261
[45]   ACCELERATION OF THE 4-EXO RADICAL CYCLIZATION TO A SYNTHETICALLY USEFUL RATE - CYCLIZATION OF THE 2,2-DIMETHYL-5-CYANO-4-PENTENYL RADICAL [J].
PARK, SU ;
VARICK, TR ;
NEWCOMB, M .
TETRAHEDRON LETTERS, 1990, 31 (21) :2975-2978
[46]   ELECTRON-SPIN RESONANCE STUDIES OF RADICALS DERIVED FROM ORGANIC AZIDES [J].
ROBERTS, BP ;
WINTER, JN .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1979, (10) :1353-1361
[47]  
ROW WD, 1976, AUST J CHEM, V29, P2299
[48]  
SATO T, 1967, TETRAHEDRON LETT, P1633
[49]   INTRAMOLECULAR CYCLO-ADDITION REACTIONS OF KETENES AND KETENIMINIUM SALTS WITH ALKENES [J].
SNIDER, BB .
CHEMICAL REVIEWS, 1988, 88 (05) :793-811
[50]   FACILE ACTIVATION OF ZINC - PREPARATION OF CYCLOBUTANONES VIA DICHLOROKETENE AND CYCLOPROPANES USING THE SIMMONS-SMITH REACTION [J].
STENSTROM, Y .
SYNTHETIC COMMUNICATIONS, 1992, 22 (19) :2801-2810