N,N'-DIMETHOXY-N,N'-DIMETHYLETHANEDIAMIDE - A USEFUL ALPHA-OXO-N-METHOXY-N-METHYLAMIDE AND 1,2-DIKETONE SYNTHON

被引:30
作者
SIBI, MP
SHARMA, R
PAULSON, KL
机构
[1] Department of Chemistry North Dakota State University, Fargo
关键词
D O I
10.1016/0040-4039(92)88108-H
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N,N'-Dimethoxy-N,N'-dimethylethanediamide on treatment with one to two equivalents of alkyl, aryl, and benzyl Grignard reagents provide alpha-oxo-N-methoxy-N-methylamides in good to excellent yields and on reaction with excess aryllithiums furnish moderate to good yields of symmetrical 1,2-diarylketones.
引用
收藏
页码:1941 / 1944
页数:4
相关论文
共 25 条
[1]   ALPHA-DIKETONE AND ALPHA-KETO ESTER DERIVATIVES OF N-PROTECTED AMINO-ACIDS AND PEPTIDES AS NOVEL INHIBITORS OF CYSTEINE AND SERINE PROTEINASES [J].
ANGELASTRO, MR ;
MEHDI, S ;
BURKHART, JP ;
PEET, NP ;
BEY, P .
JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) :11-13
[2]  
BARTOS A, 1986, CHEM ZTG, V110, P127
[3]  
BASHA FZ, 1984, TETRAHEDRON LETT, V24, P5271
[4]  
BRAUN M, 1989, SYNTHESIS-STUTTGART, P856
[5]  
CAMPAIGNE E, 1973, Synthetic Communications, V3, P325, DOI 10.1080/00397917308063484
[6]  
CAMPAIGNE E, 1973, J HETEROCYCLIC CHEM, V10, P297
[7]   TETRAMETHYLMESOXALAMIDE AND TETRAMETHYL-1,3-DITHIOMESOXALAMIDE [J].
CAMPAIGNE, E ;
SKOWRONSKI, G ;
FORSCH, RA ;
BECKMAN, JC .
SYNTHETIC COMMUNICATIONS, 1976, 6 (05) :387-397
[8]   ALPHA-AMINO-ACIDS AS CHIRAL EDUCTS FOR ASYMMETRIC PRODUCTS - THE SYNTHESIS OF ALPHA'-AMINO-ALPHA, BETA-YNONES [J].
CUPPS, TL ;
BOUTIN, RH ;
RAPOPORT, H .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (21) :3972-3979
[9]   A NEW SYNTHESIS OF N-PROTECTED ALPHA-AMINOMETHYL KETONES FROM GLYCINE [J].
DAVIES, DT ;
OHANLON, PJ .
SYNTHETIC COMMUNICATIONS, 1988, 18 (18) :2273-2280
[10]   SYNTHETIC STUDIES IN THE LYSOCELLIN FAMILY OF POLYETHER ANTIBIOTICS - THE TOTAL SYNTHESIS OF FERENSIMYCIN-B [J].
EVANS, DA ;
POLNIASZEK, RP ;
DEVRIES, KM ;
GUINN, DE ;
MATHRE, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (20) :7613-7630