SYNTHETIC STUDIES ON BICYCLOMYCIN .2. SYNTHESIS OF (+/-)-N,N', O-TRIMETHYLBICYCLOMYCIN

被引:17
作者
NAKATSUKA, S
YOSHIDA, K
GOTO, T
机构
关键词
D O I
10.1016/S0040-4039(01)92395-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
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页码:4973 / 4976
页数:4
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共 13 条
[1]   SYNTHETIC APPROACHES TO BICYCLOMYCIN-I - PREPARATION OF MONOCYCLIC INTERMEDIATES BY RETROGRADE MICHAEL CLEAVAGE OF 6-ALKYL-6-METHOXYHEXAHYDRO-3H-THIAZOLO [3,4-A]PYRAZINE-5,8-DIONES [J].
DUNKERTON, LV ;
AHMED, RM .
TETRAHEDRON LETTERS, 1980, 21 (19) :1803-1806
[2]   ACYCLIC STEREOSELECTION .6. REAGENT FOR ACHIEVING HIGH 1,2 DIASTEREOSELECTION IN THE ALDOL CONVERSION OF CHIRAL ALDEHYDES INTO 3-HYDROXY-2-METHYLCARBOXYLIC ACIDS [J].
HEATHCOCK, CH ;
PIRRUNG, MC ;
BUSE, CT ;
HAGEN, JP ;
YOUNG, SD ;
SOHN, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (23) :7077-7079
[3]   ACYCLIC STEREOSELECTION .12. DOUBLE STEREODIFFERENTIATION WITH MUTUAL KINETIC RESOLUTION - A SUPERIOR CLASS OF REAGENTS FOR CONTROL OF CRAMS RULE STEREOSELECTION IN SYNTHESIS OF ERYTHRO-ALPHA-ALKYL-BETA-HYDROXY CARBOXYLIC-ACIDS FROM CHIRAL ALDEHYDES [J].
HEATHCOCK, CH ;
PIRRUNG, MC ;
LAMPE, J ;
BUSE, CT ;
YOUNG, SD .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (11) :2290-2300
[4]   STRUCTURE, ABSOLUTE-CONFIGURATION, AND TOTAL SYNTHESIS OF AN ACID-CATALYZED REARRANGEMENT PRODUCT OF BICYCLOMYCIN [J].
MAAG, H ;
BLOUNT, JF ;
COFFEN, DL ;
STEPPE, TV ;
WONG, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (21) :6786-6788
[5]  
MAAG H, 1980, 180TH NAT M AM CHEM
[6]   ANTIBIOTIC NO 5879, A NEW WATER-SOLUBLE ANTIBIOTIC AGAINST GRAM-NEGATIVE BACTERIA [J].
MIYAMURA, S ;
MATSUKI, K ;
TAKE, T ;
TANAKA, H ;
UCHIYAMA, T ;
KOIZUMI, K ;
OGASAWARA, N ;
OCHIAI, H ;
OTSUKA, H ;
NIWAYAMA, S ;
HOSHINO, T ;
ABE, K ;
ASAO, K .
JOURNAL OF ANTIBIOTICS, 1972, 25 (10) :610-+
[7]   BICYCLOMYCIN, A NEW ANTIBIOTIC .1. TAXONOMY, ISOLATION AND CHARACTERIZATION [J].
MIYOSHI, T ;
MIYAIRI, N ;
SAKAI, H ;
IMANAKA, H ;
KOHSAKA, M ;
AOKI, H .
JOURNAL OF ANTIBIOTICS, 1972, 25 (10) :569-&
[8]  
MULLER BW, 1979, J ANTIBIOT, V32, P689
[9]   STEREOSPECIFIC ALKYLATION OF THE OXIDIZED DIKETOPIPERAZINE DERIVATIVE, 3,6-DIMETHOXY-1,4-DIMETHYL-2,5-PIPERAZINEDIONE [J].
NAKATSUKA, S ;
SASAKI, K ;
YAMAGUCHI, K ;
GOTO, T .
CHEMISTRY LETTERS, 1981, (05) :695-696
[10]   SYNTHETIC STUDIES ON BICYCLOMYCIN .1. SYNTHESIS OF 1-ALLYL AND BENZOYL-8, 10-DIMETHYL-6-METHOXY-5-METHYLENE-8, 10-DIAZA-2-OXABICYCLO[4.2.2]DECANE-7,9-DIONE, WHICH HAVE THE BICYCLO RING-SYSTEM FOUND IN ANTIBIOTIC BICYCLOMYCIN [J].
NAKATSUKA, S ;
YOSHIDA, K ;
GOTO, T .
TETRAHEDRON LETTERS, 1981, 22 (21) :2009-2012