A convenient enantioselective synthesis of natural (1R,3S)-amidinomycin

被引:7
作者
Nagata, H [1 ]
Taniguchi, T [1 ]
Ogasawara, K [1 ]
机构
[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 98077,JAPAN
关键词
D O I
10.1016/S0957-4166(97)00342-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Natural (1R,3S)-amidinomycin, an antiviral metabolite isolated from Streptomyces species, has been synthesized conveniently from (+)-norcamphor in an enantioselective manner. (C) 1997 Published by Elsevier Science Ltd.
引用
收藏
页码:2679 / 2681
页数:3
相关论文
共 21 条
[11]   SYNTHESIS OF OMEGA-1,3-DITHIANYL CARBOXYLIC-ACIDS VIA CLEAVAGE OF CYCLIC ALPHA-DIKETONE MONOTHIOKETALS [J].
MARSHALL, JA ;
SEITZ, DE .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (13) :1814-1816
[12]  
NAKAMURA S, 1960, J ANTIBIOT, V13, P362
[13]  
NAKAMURA S, 1961, CHEM PHARM BULL, V9, P641
[14]  
NAKAMURA S, 1961, J ANTIBIOT, V14, P163
[15]   First enantiocontrolled syntheses of (+)-uleine and (+)-dasycarpidone [J].
Saito, M ;
Kawamura, M ;
Hiroya, K ;
Ogasawara, K .
CHEMICAL COMMUNICATIONS, 1997, (08) :765-766
[16]   DIASTEREOCONTROLLED AND ENANTIOCONTROLLED SYNTHESIS OF SANDALWOOD CONSTITUENTS (-)-BETA-SANTALENE AND (+)-EPI-BETA-SANTALENE STARTING FROM THE SAME (+)-NORCAMPHOR [J].
SAITO, M ;
KAWAMURA, M ;
OGASAWARA, K .
TETRAHEDRON LETTERS, 1995, 36 (49) :9003-9006
[17]   DIPHENYLPHOSPHORYL AZIDE - NEW CONVENIENT REAGENT FOR A MODIFIED CURTIUS REACTION AND FOR PEPTIDE SYNTHESIS [J].
SHIOIRI, T ;
YAMADA, S ;
NINOMIYA, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6203-&
[18]   Asymmetric synthesis and structure-activity relationship of the four stereoisomers of the antibiotic amidinomycin .1. The synthesis [J].
Sung, SY ;
Frahm, AW .
ARCHIV DER PHARMAZIE, 1996, 329 (06) :291-300
[19]   FACILE AND EFFICIENT SYNTHESIS OF ALKYL THIOTOSYLATES USING ANION-EXCHANGE RESIN [J].
TAKANO, S ;
HIROYA, K ;
OGASAWARA, K .
CHEMISTRY LETTERS, 1983, (02) :255-256
[20]   ALKALOID SYNTHESES THROUGH CLEAVAGE OF ALPHA-DIKETONE MONOTHIOKETALS [J].
TAKANO, S ;
OGASAWARA, K .
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1977, 35 (10) :795-813