Synthesis of racemic brevioxime

被引:18
作者
Clive, DLJ [1 ]
Hisaindee, S [1 ]
机构
[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
关键词
D O I
10.1039/a906579b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Amine hydrochloride 12 and beta-keto thioester 16 were coupled and treated with TFA; the resulting alcohols 18 were oxidized and converted into a mixture of oximes 20, from which the major product, racemic brevioxime 1, was isolated.
引用
收藏
页码:2251 / 2252
页数:2
相关论文
共 22 条
[1]   THE SYNTHESIS OF SOME OLEFINIC ACIDS USING TETRAHYDRO-BETA-HALOGENO-FURAN AND TETRAHYDRO-BETA-HALOGENO-PYRAN DERIVATIVES AS INTERMEDIATES [J].
ANSELL, MF ;
BROWN, SS .
JOURNAL OF THE CHEMICAL SOCIETY, 1957, (APR) :1788-1795
[2]   SYNTHESIS OF POTENTIAL BETA-TURN BICYCLIC DIPEPTIDE MIMETICS [J].
BALDWIN, JE ;
HULME, C ;
SCHOFIELD, CJ ;
EDWARDS, AJ .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (11) :935-936
[3]   ENZYMATIC-SYNTHESIS OF BICYCLIC GAMMA-LACTAMS USING CLAVAMINIC ACID SYNTHASE [J].
BALDWIN, JE ;
ADLINGTON, RM ;
BRYANS, JS ;
LLOYD, MD ;
SEWELL, TJ ;
SCHOFIELD, CJ ;
BAGGALEY, KH ;
CASSELS, R .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (12) :877-879
[4]   UBER TRICYCLISCHE ABKOMMLINGE DES BENZOXAZINS, BENZOTHIAZINS UND CHINAZOLINS [J].
BOEHME, H ;
BOING, H .
ARCHIV DER PHARMAZIE UND BERICHTE DER DEUTSCHEN PHARMAZEUTISCHEN GESSELSCHAFT, 1961, 294 (09) :556-&
[5]   PREPARATION OF ACYLTETRONIC ACIDS USING TERT-BUTYL ACETOTHIOACETATE - TOTAL SYNTHESIS OF THE FUNGAL METABOLITES CAROLIC, CARLOSIC, AND CARLIC ACIDS [J].
BOOTH, PM ;
FOX, CMJ ;
LEY, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (01) :121-129
[6]  
Cantín A, 1999, EUR J ORG CHEM, V1999, P221, DOI 10.1002/(SICI)1099-0690(199901)1999:1<221::AID-EJOC221>3.0.CO
[7]  
2-Y
[8]   Synthesis of the angiotensin-converting enzyme inhibitors (-)-A58365A and (-)-A58365B from a common intermediate [J].
Clive, DLJ ;
Coltart, DM ;
Zhou, YX .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (05) :1447-1454
[9]  
EFFENBERGER F, 1992, LIEBIGS ANN CHEM, P1211
[10]  
FURNISS BS, 1989, VOGELS TXB PRACTICAL, P1259