ON THE STEREOCHEMICAL OUTCOME OF THE MCMURRY COUPLING OF ACETOPHENONE, A REINVESTIGATION

被引:17
作者
ANDERSSON, PG
机构
[1] Department of Organic Chemistry, S-751 21 Uppsala
关键词
D O I
10.1016/S0040-4039(00)77185-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In contrast to previous reports, the McMurry coupling reaction of acetophenone has been shown to give predominantly Z-2,3-diphenyl-2-butene.
引用
收藏
页码:2609 / 2610
页数:2
相关论文
共 9 条
[1]   SELECTIVE REDUCTIVE CARBONYL COUPLINGS WITH TITANIUM [J].
CASTEDO, L ;
SAA, JM ;
SUAU, R ;
TOJO, G .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (21) :4292-4294
[2]   REDUCTION OF AROMATIC CARBONYL-COMPOUNDS PROMOTED BY TITANIUM TRICHLORIDE IN BASIC-MEDIA - STEREOCHEMISTRY STUDIES [J].
CLERICI, A ;
PORTA, O .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (01) :76-81
[3]   MAGNESIUM-INDUCED AND TITANIUM-INDUCED REDUCTIVE COUPLING OF CARBONYL-COMPOUNDS - EFFICIENT SYNTHESES OF PINACOLS AND ALKENES [J].
FURSTNER, A ;
CSUK, R ;
ROHRER, C ;
WEIDMANN, H .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (07) :1729-1734
[4]   TITANIUM-INDUCED REDUCTIVE COUPLING OF CARBONYLS TO OLEFINS [J].
MCMURRY, JE ;
FLEMING, MP ;
KEES, KL ;
KREPSKI, LR .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (17) :3255-3266
[5]   AN OPTIMIZED PROCEDURE FOR TITANIUM-INDUCED CARBONYL COUPLING [J].
MCMURRY, JE ;
LECTKA, T ;
RICO, JG .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (15) :3748-3749
[6]   CATALYTIC ASYMMETRIC DIHYDROXYLATION OF TETRASUBSTITUTED OLEFINS [J].
MORIKAWA, K ;
PARK, J ;
ANDERSSON, PG ;
HASHIYAMA, T ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (18) :8463-8464
[7]   STEREOCONTROLLED REDUCTIVE DEOXYGENATION USING LOW-VALENT TITANIUM - EFFECTS OF ULTRASOUND WAVES AND SOLVENTS [J].
NAYAK, SK ;
BANERJI, A .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1940-1942
[8]   HALOAROMATIC SUBSTITUTED OLEFINS BY THE MCMURRY OLEFIN SYNTHESIS [J].
RICHARDSON, WH .
SYNTHETIC COMMUNICATIONS, 1981, 11 (11) :895-899
[9]   TANDEM CARBONYL COUPLING-REARRANGEMENTS PROMOTED BY THE NIOBIUM(III) REAGENT - DUAL REDUCTIVE AND LEWIS ACID PROPERTIES OF NBCL3(DME) [J].
SZYMONIAK, J ;
BESANCON, J ;
MOISE, C .
TETRAHEDRON, 1992, 48 (19) :3867-3876