ENANTIOSELECTIVE SYNTHESES OF 3-SUBSTITUTED 4-(ALKOXYCARBONYL)-2-AZETIDINONES FROM MALIC-ACID

被引:86
作者
MILLER, MJ
BAJWA, JS
MATTINGLY, PG
PETERSON, K
机构
关键词
D O I
10.1021/jo00146a020
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:4928 / 4933
页数:6
相关论文
共 18 条
[1]   STRUCTURES OF OLIVANIC ACID-DERIVATIVES MM 4550 AND MM 13902 - 2 NEW, FUSED BETA-LACTAMS ISOLATED FROM STREPTOMYCES OLIVACEUS [J].
BROWN, AG ;
CORBETT, DF ;
EGLINGTON, AJ ;
HOWARTH, TT .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (15) :523-525
[2]   NUCLEAR ANALOGS OF BETA-LACTAM ANTIBIOTICS .2. TOTAL SYNTHESIS OF 8-OXO-4-THIA-1-AZABICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACIDS [J].
BRYAN, DB ;
HALL, RF ;
HOLDEN, KG ;
HUFFMAN, WF ;
GLEASON, JG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (07) :2353-2355
[3]  
CORBETT DF, 1977, J CHEM SOC CHEM COMM, P954
[4]  
COREY EJ, 1981, TETRAHEDRON LETT, V22, P1587, DOI 10.1016/S0040-4039(01)90384-3
[5]   NUCLEAR ANALOGS OF BETA-LACTAM ANTIBIOTICS .8. STEREOSPECIFIC SYNTHESIS OF A C-3 METHOXYLATED MONOCYCLIC BETA-LACTAM [J].
DEMARINIS, RM ;
BRYAN, WM .
TETRAHEDRON LETTERS, 1982, 23 (07) :731-734
[6]   ABOUT THE STEREOSPECIFIC ALPHA-ALKYLATION OF BETA-HYDROXYESTERS [J].
FRATER, G .
HELVETICA CHIMICA ACTA, 1979, 62 (08) :2825-2828
[7]   NUCLEAR ANALOGS OF BETA-LACTAM ANTIBIOTICS .1. TOTAL SYNTHESIS OF A 7-OXO-1,3-DIAZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID VIA A VERSATILE MONOCYCLIC BETA-LACTAM INTERMEDIATE [J].
HUFFMAN, WF ;
HOLDEN, KG ;
BUCKLEY, TF ;
GLEASON, JG ;
WU, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (07) :2352-2353
[8]   SYNTHESIS OF 2-AZETIDINONES FROM SERINEHYDROXAMATES - APPROACHES TO THE SYNTHESIS OF 3-AMINONOCARDICINIC ACID [J].
MATTINGLY, PG ;
MILLER, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (08) :1557-1564
[9]   FACILE SYNTHESIS OF SUBSTITUTED N-HYDROXY-2-AZETIDINONES - BIOGENETIC TYPE BETA-LACTAM SYNTHESIS [J].
MATTINGLY, PG ;
KERWIN, JF ;
MILLER, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (14) :3983-3985
[10]   TITANIUM TRICHLORIDE REDUCTION OF SUBSTITUTED N-HYDROXY-2-AZETIDINONES AND OTHER HYDROXAMIC ACIDS [J].
MATTINGLY, PG ;
MILLER, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (03) :410-415