Chiral organometallic reagents .21. Stereoselective carbenoid cyclization reactions

被引:7
作者
Stiasny, HC
Bohm, VPW
Hoffmann, RW
机构
[1] Fachbereich Chemie, Philipps-Universität Marburg, D-35032 Marburg, Hans-Meerwein-Strae
来源
CHEMISCHE BERICHTE-RECUEIL | 1997年 / 130卷 / 03期
关键词
carbenoids; carbolithiation; cyclization; cyclopropanation;
D O I
10.1002/cber.19971300307
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The dichotomy between concerted cyclopropanation and carbolithiation pathways on intramolecular carbenoid cyclopropanation reactions has been studied. These studies have been extended to the intramolecular carbenoid/aldehyde addition reaction.
引用
收藏
页码:341 / &
页数:7
相关论文
共 27 条
[1]   STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .30. E-PENTENYLBORONATES AND Z-PENTENYLBORONATES, REAGENTS FOR SIMPLE DIASTEREOSELECTION ON ADDITION TO ALDEHYDES [J].
ANDERSEN, MW ;
HILDEBRANDT, B ;
KOSTER, G ;
HOFFMANN, RW .
CHEMISCHE BERICHTE, 1989, 122 (09) :1777-1782
[2]   STEREOCHEMICAL CONTROL IN THE INTRAMOLECULAR DIELS-ALDER REACTION .2. STRUCTURAL AND ELECTRONIC EFFECTS ON REACTIVITY AND SELECTIVITY [J].
BOECKMAN, RK ;
KO, SS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (04) :1033-1041
[4]   GENERATION, REARRANGEMENTS AND SOME SYNTHETIC USES OF BISHOMOALLYLLITHIUMS [J].
CHEN, FP ;
MUDRYK, B ;
COHEN, T .
TETRAHEDRON, 1994, 50 (45) :12793-12810
[5]   CYCLOBUTANE RING CONTRACTIONS NOT INVOLVING CARBONIUM-IONS [J].
CONIA, JM ;
SALAUN, JR .
ACCOUNTS OF CHEMICAL RESEARCH, 1972, 5 (01) :33-+
[6]   RING-CLOSURE REACTIONS .12. GEM-DIMETHYL EFFECT IN SOME MEDIUM AND LARGE RINGS [J].
GALLI, C ;
GIOVANNELLI, G ;
ILLUMINATI, G ;
MANDOLINI, L .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (08) :1258-1261
[7]  
HIYAMA T, 1974, TETRAHEDRON LETT, P3295
[8]  
HOFFMANN RW, 1991, LIEBIGS ANN CHEM, P811
[9]   Diastereoselective bromine/lithium exchange reactions of 3-alkoxy-1,1-dibromo-alkanes [J].
Hoffmann, RW ;
Stiasny, HC ;
Kruger, J .
TETRAHEDRON, 1996, 52 (21) :7421-7434
[10]   SUBSTRATE-DIRECTABLE CHEMICAL-REACTIONS [J].
HOVEYDA, AH ;
EVANS, DA ;
FU, GC .
CHEMICAL REVIEWS, 1993, 93 (04) :1307-1370