INTRAMOLECULAR NUCLEOPHILIC-ADDITION TO UNSATURATED CARBON - DEPENDENCE OF CYCLIZATION EFFICIENCY ON THE METHOD OF CARBON CARBON BOND-CLEAVAGE UTILIZED TO GENERATE THE REACTIVE SPECIES

被引:24
作者
PAQUETTE, LA
GILDAY, JP
MAYNARD, GD
机构
关键词
D O I
10.1021/jo00282a019
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:5044 / 5053
页数:10
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共 53 条
[1]   CONCERNING THE MECHANISM OF GRIGNARD-REAGENT FORMATION - EVIDENCE FOR RADICAL ESCAPE AND RETURN TO THE SURFACE OF MAGNESIUM [J].
ASHBY, EC ;
OSWALD, J .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (26) :6068-6076
[2]   EVIDENCE FOR SINGLE ELECTRON-TRANSFER IN METAL-HALOGEN EXCHANGE - THE REACTION OF ORGANO-LITHIUM COMPOUNDS WITH ALKYL-HALIDES [J].
ASHBY, EC ;
PHAM, TN ;
PARK, B .
TETRAHEDRON LETTERS, 1985, 26 (39) :4691-4694
[3]   SINGLE ELECTRON-TRANSFER IN METAL HALOGEN EXCHANGE - THE REACTION OF ORGANOLITHIUM COMPOUNDS WITH ALKYL-HALIDES [J].
ASHBY, EC ;
PHAM, TN .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (07) :1291-1300
[4]   CYCLIZATION OF 5-HEXENYLLITHIUM TO (CYCLOPENTYLMETHYL)LITHIUM [J].
BAILEY, WF ;
PATRICIA, JJ ;
DELGOBBO, VC ;
JARRET, RM ;
OKARMA, PJ .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (11) :1999-2000
[5]   PREPARATION AND REGIOSPECIFIC CYCLIZATION OF ALKENYLLITHIUMS [J].
BAILEY, WF ;
NURMI, TT ;
PATRICIA, JJ ;
WANG, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2442-2448
[6]   TANDEM ANIONIC CYCLIZATION APPROACH TO POLYCARBOCYCLIC PRODUCTS [J].
BAILEY, WF ;
ROSSI, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (02) :765-766
[7]  
BRUGIDOU J, 1974, B CHIM SOC FR, V12, P2906
[8]   THERMAL REACTIONS OF ALKYL N-CARBOMETHOXYSULFAMATE ESTERS [J].
BURGESS, EM ;
PENTON, HR ;
TAYLOR, EA .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (01) :26-31
[9]   STEREOSELECTIVE FORMATION OF A HYDRINDANE RING-SYSTEM BY ANIONIC OLEFIN CYCLIZATION - TRAPPING OF THE ALKYLLITHIUM INTERMEDIATE WITH ELECTROPHILES [J].
CHAMBERLIN, AR ;
BLOOM, SH .
TETRAHEDRON LETTERS, 1986, 27 (05) :551-554
[10]   VINYLLITHIUM CYCLIZATIONS WITH UNACTIVATED ALKENES AS INTERNAL ELECTROPHILES - STEREOSELECTIVE FORMATION OF SUBSTITUTED METHYLENECYCLOPENTANES [J].
CHAMBERLIN, AR ;
BLOOM, SH ;
CERVINI, LA ;
FOTSCH, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (14) :4788-4796