A new preparation of samarium dibromide and its use in stoichiometric and catalytic pinacol coupling reactions

被引:24
作者
Hélion, F [1 ]
Lannou, MI [1 ]
Namy, JL [1 ]
机构
[1] Univ Paris 11, ICMO, Lab Catalyse Mol, Associe CNRS, F-91405 Orsay, France
关键词
pinacolic coupling; catalysis; 1,1,2,2-tetrabromoethane; mischmetall; samarium dibromide;
D O I
10.1016/S0040-4039(03)01229-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new convenient preparation of samarium dibromide in THF is reported. Pinacol coupling reactions using SmBr2 in catalytic amounts together with mischmetall as a coreductant have been performed with a variety of carbonyl compounds. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5507 / 5510
页数:4
相关论文
共 16 条
[1]  
Di Scala A, 2002, EUR J ORG CHEM, V2002, P2989
[2]  
HANAMOTO T, 1994, SYNLETT, P377
[3]   Mischmetall:: An efficient and low cost coreductant for catalytic reactions of samarium diiodide [J].
Hélion, F ;
Namy, JL .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (08) :2944-2946
[4]   Synthesis of [3]ferrocenophanes via samarium diiodide promoted reductive cyclizations of 1,1′-dicinnamoylferrocenes [J].
Jong, SJ ;
Fang, JM .
ORGANIC LETTERS, 2000, 2 (13) :1947-1949
[5]  
LEBRUN A, 1995, NEW J CHEM, V19, P699
[6]   SAMARIUM DIBROMIDE, AN EFFICIENT REAGENT FOR THE PINACOL COUPLING REACTIONS [J].
LEBRUN, A ;
NAMY, JL ;
KAGAN, HB .
TETRAHEDRON LETTERS, 1993, 34 (14) :2311-2314
[7]   INTRAMOLECULAR REDUCTIVE COUPLING REACTIONS PROMOTED BY SAMARIUM DIIODIDE [J].
MOLANDER, GA ;
KENNY, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (21) :8236-8246
[8]  
NAMY JL, 1981, NOUV J CHIM, V5, P479
[9]   NEW PREPARATIONS OF LANTHANIDE ALKOXIDES AND THEIR CATALYTICAL ACTIVITY IN MEERWEIN-PONNDORF-VERLEY-OPPENAUER REACTIONS [J].
NAMY, JL ;
SOUPPE, J ;
COLLIN, J ;
KAGAN, HB .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (11) :2045-2049
[10]   EFFICIENT FORMATION OF PINACOLS FROM ALDEHYDES OR KETONES MEDIATED BY SAMARIUM DIIODIDE [J].
NAMY, JL ;
SOUPPE, J ;
KAGAN, HB .
TETRAHEDRON LETTERS, 1983, 24 (08) :765-766