Intramolecular radical hydrosilylation -: the first radical 5-endo-dig cyclisation

被引:41
作者
Amrein, S [1 ]
Studer, A [1 ]
机构
[1] Univ Marburg, Fachbereich Chem, D-35032 Marburg, Germany
关键词
D O I
10.1039/b204879e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Intramolecular radical hydrosilylations using allyloxy- and propargyloxycyclohexadienylsilanes comprising 5-endo-trig as well as 5-endo-dig processes are presented.
引用
收藏
页码:1592 / 1593
页数:2
相关论文
共 23 条
[1]   Radical transfer hydrosilylation/cyclization using silylated cyclohexadienes [J].
Amrein, S ;
Timmermann, A ;
Studer, A .
ORGANIC LETTERS, 2001, 3 (15) :2357-2360
[2]   Preparation of 1-phenylcyclohexa-2,5-diene-1-carboxylates and their use in free-radical mediated syntheses [J].
Baguley, PA ;
Jackson, LV ;
Walton, JC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (03) :304-309
[3]   REGIOCHEMISTRY OF ALKENYLSILYL AND ALKENYLDISILANYL RADICAL CYCLIZATIONS [J].
BARTON, TJ ;
REVIS, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (13) :3802-3805
[4]   ASYMMETRIC CATALYSIS - MECHANISM OF ASYMMETRIC CATALYTIC INTRAMOLECULAR HYDROSILATION [J].
BERGENS, SH ;
NOHEDA, P ;
WHELAN, J ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (06) :2128-2135
[5]   ASYMMETRIC CATALYSIS - PRODUCTION OF CHIRAL DIOLS BY ENANTIOSELECTIVE CATALYTIC INTRAMOLECULAR HYDROSILATION OF OLEFINS [J].
BERGENS, SH ;
NOHEDA, P ;
WHELAN, J ;
BOSNICH, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (06) :2121-2128
[6]   RADICAL-CHAIN DECOMPOSITION OF CYCLOHEXA-1,4-DIENE-3-CARBOXYLATES AND 2,5-DIHYDROFURAN-2-CARBOXYLATES [J].
BINMORE, G ;
WALTON, JC ;
CARDELLINI, L .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (01) :27-28
[7]   Intramolecular radical-chain hydrosilylation catalysed by thiols: cyclisation of alkenyloxysilanes [J].
Cai, YD ;
Roberts, BP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (03) :467-475
[8]   INTRAMOLECULAR AND INTERMOLECULAR REACTIONS OF ALKENYLSILYL RADICALS [J].
CHATGILIALOGLU, C ;
WOYNAR, H ;
INGOLD, KU ;
DAVIES, AG .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1983, (05) :555-561
[9]   Preparation of polycyclic systems by sequential 5-exo-digonal radical cyclization, 1,5-hydrogen transfer from silicon, and 5-endo-trigonal cyclization [J].
Clive, DLJ ;
Yang, W ;
MacDonald, AC ;
Wang, ZR ;
Cantin, M .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (06) :1966-1983
[10]   5-ENDO-TRIGONAL RADICAL CYCLIZATION - A GENERAL PROCEDURE FOR MAKING 5-MEMBERED RINGS [J].
CLIVE, DLJ ;
CANTIN, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (03) :319-320