Novel intramolecular radical Ar-C glycosylation-lactonization reaction in the transformation of capuramycin

被引:1
作者
Hotoda, H
Daigo, M
Takatsu, T
Muramatsu, A
Kaneko, M
机构
[1] Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
[2] Sankyo Co Ltd, Biomed Res Labs, Shinagawa Ku, Tokyo 1408710, Japan
关键词
D O I
10.3987/COM-99-S46
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Radical deoxygenation of capuramycin derivative (2a,b) gave the unexpected lactone (3a,b) in moderate yield via a novel intramolecular radical Ar-C glycosylation-lactonization reaction. R-115381 and R-116022, thus obtained, showed weak antimicrobial activity against several Gram-positive bacteria.
引用
收藏
页码:133 / 136
页数:4
相关论文
共 4 条
[1]   NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS [J].
BARTON, DHR ;
MCCOMBIE, SW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16) :1574-1585
[2]   NUCLEIC-ACID RELATED-COMPOUNDS .42. A GENERAL PROCEDURE FOR THE EFFICIENT DEOXYGENATION OF SECONDARY ALCOHOLS - REGIOSPECIFIC AND STEREOSELECTIVE CONVERSION OF RIBONUCLEOSIDES TO 2'-DEOXYNUCLEOSIDES [J].
ROBINS, MJ ;
WILSON, JS ;
HANSSKE, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (12) :4059-4065
[3]   THE STRUCTURE OF A NEW NUCLEOSIDE ANTIBIOTIC, CAPURAMYCIN [J].
SETO, H ;
OTAKE, N ;
SATO, S ;
YAMAGUCHI, H ;
TAKADA, K ;
ITOH, M ;
LU, HSM ;
CLARDY, J .
TETRAHEDRON LETTERS, 1988, 29 (19) :2343-2346
[4]  
YAMAGUCHI H, 1986, J ANTIBIOT, V39, P1047, DOI 10.7164/antibiotics.39.1047