Palladium-catalyzed oxidative cyclization of 1,4- and 1,5-diols in 1,2-dichloroethane

被引:25
作者
Ait-Mohand, S [1 ]
Muzart, J [1 ]
机构
[1] Univ Reims Champagne Ardenne, CNRS, Unite Mixte Rech React Select & Applicat, F-51687 Reims 2, France
关键词
palladium-catalysis; lactonisation; 1,2-dichloroethane; oxidation; 1; n-diols;
D O I
10.1016/S1381-1169(97)00140-4
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
beta- and delta-lactones have been obtained from diols in 1,2-dichloroethane containing sodium carbonate and catalytic amounts of both palladium chloride and Adogen 464. In one case, the reaction stopped at the level of the lactol; a dealkoxypalladation is thus suggested. (C) 1998 Elsevier Science B.V.
引用
收藏
页码:135 / 139
页数:5
相关论文
共 22 条
[1]   PALLADIUM(II)-MEDIATED OXIDATION OF ALCOHOLS USING 1,2-DICHLOROETHANE AS PD(0) REOXIDANT [J].
AITMOHAND, S ;
HENIN, F ;
MUZART, J .
TETRAHEDRON LETTERS, 1995, 36 (14) :2473-2476
[2]  
AITMOHAND S, 1995, SYNTHETIC COMMUN, V25, P2051
[3]   LIQUID-PHASE OXIDATIVE LACTONIZATION OF BUTANE-1,4-DIOL INTO GAMMA-BUTYROLACTONE WITH OXYGEN OVER PALLADIUM SUPPORTED ON K-L ZEOLITE [J].
BABA, T ;
KAMETA, K ;
NISHIYAMA, S ;
TSURUYA, S ;
MASAI, M .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (01) :255-257
[4]   LIQUID-PHASE LACTONIZATION OF BUTANE-1,4-DIOL INTO GAMMA-BUTYROLACTONE OVER PALLADIUM SUPPORTED ON K-L ZEOLITE [J].
BABA, T ;
KAMETA, K ;
NISHIYAMA, S ;
TSURUYA, S ;
MASAI, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (15) :1072-1073
[5]   REDUCTION OF CYCLIC ANHYDRIDES WITH NABH4 - VERSATILE LACTONE SYNTHESIS [J].
BAILEY, DM ;
JOHNSON, RE .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (10) :3574-&
[6]   A METHOD FOR THE SELECTIVE OXIDATION OF 1,4-DIOLS TO LACTOLS [J].
COREY, EJ ;
PALANI, A .
TETRAHEDRON LETTERS, 1995, 36 (20) :3485-3488
[7]   OXIDATION BY SILVER CARBONATE ON CELITE .13. PREPARATION OF LACTONES [J].
FETIZON, M ;
GOLFIER, M ;
LOUIS, JM .
TETRAHEDRON, 1975, 31 (02) :171-176
[8]  
GOLDSHLEGER NF, 1974, KINET CATAL+, V15, P235
[9]  
Heck R.F., 1985, PALLADIUM REAGENTS O
[10]  
HENRY PM, 1979, PALLADIUM CATALYZED