UNEXPECTED FORMATION OF 1,3-DISELENETANES FROM THE REACTION OF CAMPHOR ENOLATE WITH SELENIUM

被引:26
作者
BACK, TG
DYCK, BP
PARVEZ, M
机构
关键词
D O I
10.1039/c39940000515
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of camphor enolate with selenium in THF affords mainly the corresponding diselenide, whereas a mixture of two isomeric 1,3-diselenetanes-one of which is characterized by X-ray crystallography-is produced in the presence of methyl iodide.
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页码:515 / 516
页数:2
相关论文
共 16 条
[1]  
BOESE R, 1991, CHEM BER, V124, P51
[2]   ASYMMETRIC SELENOMETHOXYLATION OF OLEFINS INVOLVING A CHIRAL C2 SYMMETRICAL ELECTROPHILIC ORGANOSELENIUM REAGENT [J].
DEZIEL, R ;
GOULET, S ;
GRENIER, L ;
BORDELEAU, J ;
BERNIER, J .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (14) :3619-3621
[3]   SYNTHESIS AND CYCLOADDITIONS OF MONOMERIC SELENOBENZOPHENONE [J].
ERKER, G ;
HOCK, R ;
KRUGER, C ;
WERNER, S ;
KLARNER, FG ;
ARTSCHWAGERPERL, U .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09) :1067-1068
[4]  
GOODRIDGE RJ, 1988, J ORG CHEM, V53, P2881
[5]  
GUZIEC FS, 1987, ORGANOSELENIUM CHEM, pCH6
[6]  
GUZIEC FS, 1987, CHEM ORGANIC SELENIU, V2, pCH4
[7]   STEREOSELECTIVITY OF C(3)-METHYLATION OF CAMPHOR AND DERIVATIVES [J].
HUTCHINSON, JH ;
MONEY, T .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (10) :1899-1902
[8]   REACTIONS INVOLVING SELENIUM METAL AS AN ELECTROPHILE - THE ENOLATE - SELENOLATE TRANSFORMATION [J].
LIOTTA, D ;
ZIMA, G ;
BARNUM, C ;
SAINDANE, M .
TETRAHEDRON LETTERS, 1980, 21 (38) :3643-3646
[9]   SYNTHESIS AND CYCLO-ADDITION REACTIVITY OF SELENOALDEHYDES [J].
MEINKE, PT ;
KRAFFT, GA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (26) :8671-8679
[10]   STERIC COURSE OF NITROSYL HALIDE ADDITIONS TO NORBORNENE AND NORBORNADIENE [J].
MEINWALD, J ;
MEINWALD, YC ;
BAKER, TN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (16) :2513-&