A FACILE SYNTHESIS OF 1,5-DIENES BY A REGIOSELECTIVE ALLYLATION OF THE ALLYLIC CARBANIONS GENERATED FROM ALLYL PHENYL SELENIDES

被引:0
作者
NISHITANI, K [1 ]
MIMAKI, Y [1 ]
SATO, K [1 ]
YAMAKAWA, K [1 ]
机构
[1] SCI UNIV TOKYO, FAC PHARMACEUT SCI, ICHIGAYA FUNAGAWARA MACHI, SHINJUKU KU, TOKYO 162, JAPAN
关键词
ALLYL SELENIDE; ALLYLLITHIUM; ALLYL CARBANION; COUPLING REACTION; 1,5-DIENE; REGIOSELECTIVE ALLYLATION;
D O I
暂无
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Allyl-allyl or benzyl coupling reactions were effected by allyl carbanions, generated from allyl phenyl selenides and n-butyllithium, and allylic or benzylic halides. The ambident selectivities of the allyl carbanions are depending on the solvent system.
引用
收藏
页码:288 / 290
页数:3
相关论文
共 18 条
[1]  
ALMAN LJ, 1974, SYNTHESIS-STUTTGART, P129
[2]   APPLICATION OF INDIUM ATE COMPLEXES TO SYNTHETIC CHEMISTRY - SELECTIVE CONJUGATE ADDITION TO ENONES AND COUPLING WITH ALLYLIC HALIDES [J].
ARAKI, S ;
SHIMIZU, T ;
JIN, SJ ;
BUTSUGAN, Y .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (12) :824-825
[3]  
BENKESER RA, 1971, SYNTH-INT J METHODS, P347
[4]  
BIELLMANN JF, 1969, TETRAHEDRON LETT, P3707
[5]  
BIELLMANN JF, 1982, ORG REACTIONS, V27, P1
[6]  
BOUCHOULE C, 1968, CR ACAD SCI C CHIM, V266, P1614
[7]  
CARDILLO G, 1974, TETRAHEDRON LETT, P2215
[8]   ALLYL METHYL SELENIDES - VALUABLE REAGENTS FOR THE SYNTHESIS OF ALLYLLITHIUMS AND ALPHA-METALLO ALLYL SELENIDES [J].
CLAREMBEAU, M ;
KRIEF, A .
TETRAHEDRON LETTERS, 1984, 25 (33) :3629-3632
[9]   A NOVEL METHOD FOR THE GEMINAL DIALKYLATION OF THE CARBONYL GROUP OF AROMATIC-ALDEHYDES AND KETONES [J].
CLAREMBEAU, M ;
KRIEF, A .
TETRAHEDRON LETTERS, 1986, 27 (15) :1719-1722
[10]  
COLLINGT.EW, 1971, J ORG CHEM, V36, P3044