A CONCISE BIOMIMETIC TOTAL SYNTHESIS OF (+/-)-TAXODIONE VIA A BF3.MENO2 PROMOTED CATIONIC CASCADE ANNULATION

被引:17
作者
HARRING, SR [1 ]
LIVINGHOUSE, T [1 ]
机构
[1] MONTANA STATE UNIV,DEPT CHEM & BIOCHEM,BOZEMAN,MT 59717
关键词
D O I
10.1039/c39920000502
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly convergent seven-step total synthesis of the antineoplastic agent (+/-)-taxodione 1 is described which utilizes a cationic cascade cyclization mediated by BF3.MeNO2 complex.
引用
收藏
页码:502 / 503
页数:2
相关论文
共 13 条
[11]   DITERPENOID TOTAL SYNTHESIS .13. TAXODIONE, A QUINONE METHIDE TUMOR INHIBITOR [J].
MORI, K ;
MATSUI, M .
TETRAHEDRON, 1970, 26 (14) :3467-&
[12]   OXIDATIVE DECYANATION OF SECONDARY NITRILES VIA ALPHA-HYDROPEROXYNITRILES [J].
SELIKSON, SJ ;
WATT, DS .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (02) :267-268
[13]   BENZOCYCLOBUTENONES AS SYNTHONS FOR THE SYNTHESIS OF C-11 OXYGENATED DITERPENOIDS - APPLICATION TO THE TOTAL SYNTHESIS OF (+/-)-TAXODIONE [J].
STEVENS, RV ;
BISACCHI, GS .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (12) :2396-2399