REACTIVITY OF TRIS(TRIMETHYLSILYL)SILYL RADICAL WITH BETA-ALKENYLOXYENONES

被引:7
作者
COSSY, J [1 ]
SALLE, L [1 ]
机构
[1] SYNTHELABO RECH,F-78440 GARCHENVILLE,FRANCE
关键词
D O I
10.1016/0040-4039(95)01463-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The addition of tris(trimethylsilyl)silyl radical on beta-alkenyloxyenones generates an alkyl radical that can add onto the enone moiety. The tetrahydrofuranyl system so-obtained can undergo beta-elimination leading to 3-alkylcycloalken-2-ones.
引用
收藏
页码:7235 / 7238
页数:4
相关论文
共 27 条
[1]   ADDITION OF TRIS(TRIMETHYLSILYL)SILYL RADICALS TO THE CARBONYL GROUP [J].
ALBERTI, A ;
CHATGILIALOGLU, C .
TETRAHEDRON, 1990, 46 (11) :3963-3972
[2]   RULES FOR RING-CLOSURE [J].
BALDWIN, JE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (18) :734-736
[3]   RADICAL REACTIONS IN SYNTHESIS - INTRAMOLECULAR SH2' MACROCYCLISATIONS [J].
BALDWIN, JE ;
ADLINGTON, RM ;
MITCHELL, MB ;
ROBERTSON, J .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (22) :1574-1575
[4]   FORMATION OF LACTONES VIA A RADICAL RING-CLOSURE MECHANISM [J].
BECKWITH, ALJ ;
PIGOU, PE .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (01) :85-86
[5]  
BECKWITH ALJ, 1980, REARRANGEMENTS GROUN, V1
[6]   ABSOLUTE RATE CONSTANTS FOR THE ADDITION OF TRIETHYLSILYL RADICALS TO THE CARBONYL GROUP [J].
CHATGILIALOGLU, C ;
INGOLD, KU ;
SCAIANO, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (19) :5119-5123
[7]   ABSOLUTE RATE CONSTANTS FOR THE REACTION OF TRIETHYLSILYL RADICALS WITH RING-SUBSTITUTED BENZYL CHLORIDES [J].
CHATGILIALOGLU, C ;
INGOLD, KU ;
SCAIANO, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (05) :938-940
[8]   ABSOLUTE RATE CONSTANTS FOR THE ADDITION OF TRIETHYLSILYL RADICALS TO VARIOUS UNSATURATED-COMPOUNDS [J].
CHATGILIALOGLU, C ;
INGOLD, KU ;
SCAIANO, JC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (10) :3292-3296
[9]   ORGANOSILANES AS RADICAL-BASED REDUCING AGENTS IN SYNTHESIS [J].
CHATGILIALOGLU, C .
ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (04) :188-194
[10]   THE GE-H BOND-DISSOCIATION ENERGIES OF ORGANOGERMANES - A LASER-INDUCED PHOTOACOUSTIC STUDY [J].
CLARK, KB ;
GRILLER, D .
ORGANOMETALLICS, 1991, 10 (03) :746-750