Total synthesis of hemibrevetoxin B

被引:70
作者
Morimoto, M [1 ]
Matsukura, H [1 ]
Nakata, T [1 ]
机构
[1] RIKEN, INST PHYS & CHEM RES, WAKO, SAITAMA 35101, JAPAN
基金
日本科学技术振兴机构;
关键词
D O I
10.1016/0040-4039(96)01373-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Total synthesis of hemibrevetoxin B was stereoselectively accomplished based on a novel double rearrangement-ring expansion of a 6,6-membered ether to a 7,7-membered ether, an exclusive 6-endo-cyclization of hydroxy styrylepoxide, and a direct introduction of a C-4 unit as the side chain on the A-ring. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:6365 / 6368
页数:4
相关论文
共 17 条
[1]  
FEI, 1995, FEI F, P863
[2]   SYNTHESIS OF THE A-RING AND B-RING SYSTEM OF HEMIBREVETOXIN-B [J].
FENG, F ;
MURAI, A .
CHEMISTRY LETTERS, 1995, (01) :23-24
[3]   SYNTHESIS OF THE C-RING AND D-RING SYSTEM OF HEMIBREVETOXIN-B [J].
FENG, F ;
MURAI, A .
CHEMISTRY LETTERS, 1992, (08) :1587-1590
[4]  
HIRANUMA S, 1995, TETRAHEDRON LETT, V36, P8247
[5]  
Ishihara J, 1996, SYNLETT, P363
[6]  
KADOTA I, 1995, TETRAHEDRON LETT, V36, P5777, DOI 10.1016/0040-4039(95)01097-2
[7]  
KATSUKI T, 1980, J AM CHEM SOC, V102, P5976
[8]  
LEY SV, 1994, SYNTHESIS-STUTTGART, P639
[9]   Stereoselective synthesis of ABC-ring system of hemibrevetoxin B [J].
Matsukura, H ;
Morimoto, M ;
Nakata, T .
CHEMISTRY LETTERS, 1996, (06) :487-488
[10]  
NAGASAWA K, 1997, IN PRESS HETEROCYCLE, V44