Preparation of diethyl 2-alkoxymethyl-, 2-phenylselenomethyl- and 2-phenylthiomethylmalonate

被引:6
作者
Delepine, JL [1 ]
Pecquet, P [1 ]
Betton, M [1 ]
Huet, F [1 ]
机构
[1] UNIV MAINE,FAC SCI,SYNTH ORGAN LAB,URA CNRS 482,F-72017 LE MANS,FRANCE
关键词
D O I
10.1080/00397919608005216
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Title compounds were obtained either by alkylation of the sodium derivative of diethyl malonate or by the conjugate addition to diethyl methylenemalonate 4. When reactions with 4 were run in basic medium two successive Michael additions occured.
引用
收藏
页码:2819 / 2829
页数:11
相关论文
共 14 条
[1]   STRUCTURE AND CHEMISTRY OF MALONYLMETHYL-RADICALS AND SUCCINYL-RADICALS - THE SEARCH FOR HOMOLYTIC 1,2-REARRANGEMENTS [J].
AEBERHARD, U ;
KEESE, R ;
STAMM, E ;
VOGELI, UC ;
LAU, W ;
KOCHI, JK .
HELVETICA CHIMICA ACTA, 1983, 66 (08) :2740-2759
[2]   Diethyl methylenemalonate [J].
Bachman, GB ;
Tanner, HA .
JOURNAL OF ORGANIC CHEMISTRY, 1939, 4 (04) :493-501
[3]   NONENZYMIC MODEL INTERMEDIATE FOR COENZYME B12 DEPENDENT ISOMERIZATION OF METHYLMALONYL COENZYME-A TO SUCCINYL COENZYME-A [J].
DOWD, P ;
SHAPIRO, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (12) :3724-3725
[4]   Studies in the indole series. Part II. Attempted synthesis of tryptophan from substituted malonic esters. [J].
Elks, J ;
Elliott, DF ;
Hems, BA .
JOURNAL OF THE CHEMICAL SOCIETY, 1944, :626-629
[5]  
FEELY W, 1963, ORG SYNTH, V4, P298
[6]  
GAUDEMAR.F, 1970, B SOC CHIM FR, P2968
[7]   CLEAVAGE OF METHOXYMETHYL ETHERS WITH BCL3 - A CONVENIENT, VERSATILE PREPARATION OF CHLOROMETHYL ETHER DERIVATIVES [J].
GOFF, DA ;
HARRIS, RN ;
BOTTARO, JC ;
BEDFORD, CD .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (24) :4711-4714
[8]  
Jones G., 1967, ORGANICREACTIONS, V15, P204, DOI [DOI 10.1002/0471264180.OR015.02, 10.1002/0471264180.or015.02]
[9]  
KRIEF A, 1992, SYNTHESIS-STUTTGART, P933
[10]   ENZYME-CATALYZED HYDROLYSIS OF SOME FUNCTIONALIZED DIMETHYL MALONATES [J].
LUYTEN, M ;
MULLER, S ;
HERZOG, B ;
KEESE, R .
HELVETICA CHIMICA ACTA, 1987, 70 (05) :1250-1254