SYNTHESIS OF ALPHA-DIONES AND ALPHA-DIIMINES BY REGIOSELECTIVE ALPHA-ALKYLATION OF 2,3-ALKANEDIIMINES

被引:24
作者
DEKIMPE, N
DHONDT, L
STANOEVA, E
机构
[1] Laboratory of Organic Chemistry, Faculty of Agricultural Sciences, State University of Gent, B-9000 Gent
关键词
D O I
10.1016/S0040-4039(00)79403-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
While alpha-diones are not easily alkylated at the alpha-position via their enolates, the corresponding alpha-diimines can be alkylated conveniently to afford higher homologues, which are easily hydrolyzed into homologous alpha-diones.
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页码:3879 / 3882
页数:4
相关论文
共 16 条
[1]   SYNTHESIS OF NOVEL FUNCTIONALIZED MONOCYCLIC 2-AZETIDINONES FROM N,N'-DIARYL-ALPHA-DIIMINES AND LITHIUM ESTER ENOLATES [J].
ALCAIDE, B ;
GOMEZ, A ;
PLUMET, J ;
RODRIGUEZLOPEZ, J .
TETRAHEDRON, 1989, 45 (09) :2751-2762
[2]   SYNTHESIS OF DIIMINES FROM 1,2-DICARBONYL COMPOUNDS BY DIRECT CATALYZED CONDENSATION [J].
ARMESTO, D ;
BOSCH, P ;
GALLEGO, MG ;
MARTIN, JF ;
ORTIZ, MJ ;
PEREZOSSORIO, R ;
RAMOS, A .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1987, 19 (2-3) :181-186
[3]  
COREY EJ, 1976, TETRAHEDRON LETT, P4687
[4]   SYNTHETIC ROUTES TO POLYFUNCTIONAL MOLECULES VIA METALLATED DIMETHYLHYDRAZONES [J].
COREY, EJ ;
ENDERS, D .
CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (04) :1362-1383
[5]   GENERATION AND SYNTHETIC USE OF METALLATED DIMETHYLHYDRAZONES REGION AND STEREOSELECTIVE ALKYLATION OF CARBONYL-COMPOUNDS [J].
COREY, EJ ;
ENDERS, D .
CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (04) :1337-1361
[6]   STEREOSELECTIVE FORMATION AND ELECTROPHILIC SUBSTITUTION OF ALDEHYDE HYDRAZONE LITHIO ANIONS [J].
DAVENPORT, KG ;
EICHENAUER, H ;
ENDERS, D ;
NEWCOMB, M ;
BERGBREITER, DE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (19) :5654-5659
[7]   REGIOSPECIFIC ALPHA-ALKYLATION OF ALPHA-HALOALKYLIDENAMINES (ALPHA-HALOKETIMINES) [J].
DEKIMPE, N ;
SULMON, P ;
SCHAMP, N .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (10) :881-882
[8]   POLYETHER ANTIBIOTICS SYNTHESIS - TOTAL SYNTHESIS AND ABSOLUTE-CONFIGURATION OF THE IONOPHORE-A-23187 [J].
EVANS, DA ;
SACKS, CE ;
KLESCHICK, WA ;
TABER, TR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (22) :6789-6791
[9]  
JUNG ME, 1977, TETRAHEDRON LETT, P3305
[10]  
JUNG ME, 1976, TETRAHEDRON LETT, P1439