A NEW SYNTHESIS OF SUBSTITUTED DIENES BY REDUCTIVE ELIMINATION OF ALLYLIC NITRO-DERIVATIVES

被引:11
作者
BARLAAM, B [1 ]
BOIVIN, J [1 ]
ZARD, SZ [1 ]
机构
[1] ECOLE POLYTECH,SYNTHESE ORGAN LAB,CNRS,F-91128 PALAISEAU,FRANCE
关键词
ALLYLIC NITRO COMPOUNDS; REDUCTION; DIENES; CHROMOUS ACETATE;
D O I
10.1016/S0040-4039(00)77482-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tertiary allylic nitro compounds. bearing an acetate or a mesylate in beta position smoothly undergo a reductive elimination to give conjugated 1,3 dienes when treated with chromous acetatel 2,2'-dipyridyl in DMF at 110-120-degrees-C.
引用
收藏
页码:1023 / 1026
页数:4
相关论文
共 26 条
[21]   REDUCTION OF AROMATIC AND ALIPHATIC NITRO-COMPOUNDS BY SODIUM HYDROGEN TELLURIDE [J].
OSUKA, A ;
SHIMIZU, H ;
SUZUKI, H .
CHEMISTRY LETTERS, 1983, (09) :1373-1374
[22]   CONTROLLED POTENTIAL ELECTROLYSIS .13. POLAROGRAPHIC BEHAVIOUR AND CONTROLLED POTENTIAL ELECTROLYSES IN ACETONITRILE OF SEVERAL ALIPHATIC TERTIARY NITRO COMPOUNDS [J].
SAYO, H ;
TSUKITAN.Y ;
MASUI, M .
TETRAHEDRON, 1968, 24 (04) :1717-&
[23]  
SEEBACH D, 1979, CHIMIA, V33, P1
[24]  
TAMURA R, 1991, SYNTHESIS-STUTTGART, P423
[25]   FACILE SYNTHESIS OF ALLYLIC NITROCOMPOUNDS BY N,N-DIMETHYLETHYLENEDIAMINE-CATALYZED CONDENSATION OF ALIPHATIC AND ALICYCLIC KETONES WITH PRIMARY NITROALKANES [J].
TAMURA, R ;
SATO, M ;
ODA, D .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (23) :4368-4375
[26]   CHROMIUM(II) CHLORIDE REDUCTION OF BETA-ARYL, ALPHA,BETA-UNSATURATED NITROALKENES - A FACILE ROUTE TO OXIMES [J].
VARMA, RS ;
VARMA, M ;
KABALKA, GW .
SYNTHETIC COMMUNICATIONS, 1985, 15 (14) :1325-1332