Organocatalytic Site-Selective Acylation of 10-Deacetylbaccatin III

被引:16
作者
Yanagi, Masanori [1 ]
Ninomiya, Ryo [1 ]
Ueda, Yoshihiro [1 ]
Furuta, Takumi [1 ]
Yamada, Takeshi [2 ,3 ]
Sunazuka, Toshiaki [2 ,3 ]
Kawabata, Takeo [1 ]
机构
[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan
[2] Kitasato Univ, Kitasato Inst Life Sci, Minato Ku, 5-9-1 Shirokane, Tokyo 1088641, Japan
[3] Kitasato Univ, Grad Sch Infect Control Sci, Minato Ku, 5-9-1 Shirokane, Tokyo 1088641, Japan
关键词
organocatalyst; site-selectivity; acylation; taxane; 10-deacetylbaccatin III; site-selective dimerization; REGIOSELECTIVE ACYLATION; ENZYMATIC ACYLATION; CARDIAC GLYCOSIDE; VANCOMYCIN DIMERS; TAXOL; CHEMISTRY; BACCATIN;
D O I
10.1248/cpb.c16-00037
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Organocatalytic site-selective diversification of 10-deacetylbaccatin III, a key natural product for the semisynthesis of taxol, has been achieved. Various acyl groups were selectively introduced into the C(10)-OH of 10-deacetylbaccatin III. The C(10)-OH selective acylation was also applied to acylative site-selective dimerization of 10-deacetylbaccatin III to provide the structurally defined dimer.
引用
收藏
页码:907 / 912
页数:6
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