TRANSITION-METAL DIRECTED SYNTHESIS OF MORACIN-M, A PHYTOALEXIN OF MORUS-ALBA LINN

被引:40
作者
MANN, IS
WIDDOWSON, DA
CLOUGH, JM
机构
[1] UNIV LONDON IMPERIAL COLL SCI & TECHNOL,DEPT CHEM,LONDON SW7 2AY,ENGLAND
[2] ICI AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND
关键词
MORACIN SYNTHESIS; ARENETRICARBONYLCHROMIUM(0) COMPLEXES; REMOTE LITHIATION; PALLADIUM CATALYZED CROSS COUPLING;
D O I
10.1016/S0040-4020(01)81951-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-(5-Resorcinyl)benzofurans have been synthesised by the palladium catalysed cross coupling of 2-trimethylstannyl- or 2-bromozinc benzofurans with the appropriately functionalised 5-iodoresorcinols. These were synthesised by the tri-isopropylsilyloxy directed remote (C-5) lithiation/iodination of the O,O-di(tri-isopropylsily)resorcinoltricarbonylchromium(0) complex. The method was applied to the synthesis of moracin M a phytoalexin of Morus alba Linn.
引用
收藏
页码:7981 / 7990
页数:10
相关论文
共 15 条
[11]  
Heck R. F., 1985, PALLADIUM REAGENTS O
[12]   Synthesis in the bergapten group [J].
Karrer, P ;
Glattfelder, A ;
Widmer, F .
HELVETICA CHIMICA ACTA, 1920, 3 :541-558
[13]  
MASTERS NF, 1983, J CHEM SOC CHEM COMM, P995
[14]  
RENE L, 1973, B SOC CHIM FR II-CH, P2355
[15]   UNSYMMETRICAL BIARYL SYNTHESIS - AN APPROACH TO NATURAL HIGHLY FUNCTIONALIZED BIARYLS VIA PALLADIUM CATALYZED COUPLING [J].
WIDDOWSON, DA ;
ZHANG, YZ .
TETRAHEDRON, 1986, 42 (07) :2111-2116