STEREOCONTROLLED TOTAL SYNTHESIS OF THE CHIRAL BUILDING BLOCK (3S,4R)-3-[(R)-1-HYDROXYETHYL]-4-ACETYLOXY-AZETIDIN-2-ONE - A USEFUL SYNTHON FOR THE SYNTHESIS OF (+)-THIENAMYCIN, CARBAPENEMS AND PENEMS

被引:74
作者
CAINELLI, G [1 ]
CONTENTO, M [1 ]
GIACOMINI, D [1 ]
PANUNZIO, M [1 ]
机构
[1] CNR,CSFM,I-40126 BOLOGNA,ITALY
关键词
D O I
10.1016/S0040-4039(00)61969-X
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:937 / 940
页数:4
相关论文
共 17 条
[1]  
ALEGGIANI M, 1982, Patent No. 2111496
[2]   STUDIES ON LACTAMS .65. N-UNSUBSTITUTED BETA-LACTAMS FROM BETA-HYDROXY-ALPHA-AMINO ACIDS - FACILE PREPARATION OF INTERMEDIATES FOR ISOCEPHALOSPORINS [J].
BOSE, AK ;
MANHAS, MS ;
VINCENT, JE ;
GALA, K ;
FERNANDEZ, IF .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (21) :4075-4081
[3]  
CAINELLI G, UNPUB
[4]   MONOBACTAMS - THE CONVERSION OF 6-APA TO (S)-3-AMINO-2-OXOAZETIDINE-1-SULFONIC ACID AND ITS 3(RS)-METHOXY DERIVATIVE [J].
CIMARUSTI, CM ;
APPLEGATE, HE ;
CHANG, HW ;
FLOYD, DM ;
KOSTER, WH ;
SLUSARCHYK, WA ;
YOUNG, MG .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (01) :179-180
[5]  
CLAUSS K, 1974, LIEBIGS ANN CHEM, P539
[6]   INVERSION OF CONFIGURATION AT C-8 IN THE OLIVANIC ACIDS - CONVERSION INTO THE THIENAMYCINS AND OTHER NOVEL DERIVATIVES [J].
CORBETT, DF ;
COULTON, S ;
SOUTHGATE, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (12) :3011-3016
[8]   PREPARATION OF PRIMARY AMINES AND 2-AZETIDINONES VIA N-TRIMETHYLSILYL IMINES [J].
HART, DJ ;
KANAI, K ;
THOMAS, DG ;
YANG, TK .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (03) :289-294
[9]   SYNTHESIS OF CARBAPENEM ANTIBIOTICS [J].
KAMETANI, T ;
FUKUMOTO, K ;
IHARA, M .
HETEROCYCLES, 1982, 17 :463-506
[10]   UBER DIE EINWIRKUNG VON NATRIUM-BIS-TRIMETHYLSILYL-AMID AUF BENZOPHENON, BENZALDEHYD UND BENZOCHINON [J].
KRUGER, C ;
WANNAGAT, U ;
ROCHOW, EG .
CHEMISCHE BERICHTE-RECUEIL, 1963, 96 (08) :2132-&