1ST TOTAL SYNTHESIS OF POTENT ANTITUMOR AGENT (+)-GONIOPYPYRONE

被引:28
作者
SHING, TKM
TSUI, HC
ZHOU, ZH
机构
[1] Department of Chemistry, The Chinese University of Hong Kong, Shatin
关键词
D O I
10.1016/S0040-4039(00)61654-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The structure and absolute stereochemistry of the natural goniopypyrone is confirmed as 1 by a short and stereoselective synthesis in nine steps from D-glycero-D-gulo-heptono-gamma-lactone with an overall yield of 9.7 %.
引用
收藏
页码:691 / 692
页数:2
相关论文
共 10 条
[1]   GONIOTRIOL FROM GONIOTHALAMUS-GIGANTEUS [J].
ALKOFAHI, A ;
MA, WW ;
MCKENZIE, AT ;
BYRN, SR ;
MCLAUGHLIN, JL .
JOURNAL OF NATURAL PRODUCTS, 1989, 52 (06) :1371-1373
[2]   NOVEL BIOACTIVE STYRYL-LACTONES - GONIOFUFURONE, GONIOPYPYRONE, AND 8-ACETYLGONIOTRIOL FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE) - X-RAY MOLECULAR-STRUCTURE OF GONIOFUFURONE AND OF GONIOPYPYRONE [J].
FANG, XP ;
ANDERSON, JE ;
CHANG, CJ ;
FANWICK, PE ;
MCLAUGHLIN, JL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (06) :1655-1661
[3]  
GRACZA T, 1992, SYNLETT, P191
[4]  
Shing T. K. M., 1991, COMPREHENSIVE ORGANI, P703, DOI DOI 10.1016/B978-0-08-052349-1.00209-2
[5]   GONIOFUFURONE - SYNTHESIS AND ABSOLUTE-CONFIGURATION [J].
SHING, TKM ;
TSUI, HC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (05) :432-434
[6]   STEREOSELECTIVE SYNTHESES OF 2,4-5,6-DI-O-ISOPROPYLIDENE-1-C-PHENYL-D-GLYCERO-D-IDO-HEXITOL AND 2,4-5,6-DI-O-ISOPROPYLIDENE-1-C-PHENYL-D-GLYCERO-D-GULO-HEXITOL FROM D-GLYCERO-D-GULO-HEPTONO-GAMMA-LACTONE - X-RAY STRUCTURE OF 1-O-ACETYL-2,4-5,6-DI-O-ISOPROPYLIDENE-1-C-PHENYL-D-GLYCERO-D-IDO-HEXITOL [J].
SHING, TKM ;
TSUI, HC ;
ZHOU, ZH ;
MAK, TCW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (07) :887-893
[7]   TOTAL SYNTHESIS OF ANTITUMOR AGENT (+)-GONIOFUFURONE [J].
SHING, TKM ;
TSUI, HC ;
ZHOU, ZH .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (11) :810-811
[8]  
SHING TKM, 1992, TETRAHEDRON LETT, P3333
[10]  
VALVERDE S, 1987, TETRAHEDRON LETT, P1895