ASYMMETRIC TOTAL SYNTHESIS OF (+)-GONIOTRIOL AND (+)-GONIOFUFURONE

被引：42

作者：

YANG, ZC ^{[1
]}

ZHOU, WS ^{[1
]}

机构：

[1] CHINESE ACAD SCI,SHANGHAI INST ORGAN CHEM,SHANGHAI 200032,PEOPLES R CHINA

来源：

TETRAHEDRON | 1995年 / 51卷 / 05期

关键词：

D O I：

10.1016/0040-4020(94)01025-U

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Enantioselective synthesis of two antitumor styryl lactones, (+)-goniotriol and (+)-goniofufurone, have been completed starting from cinnamyl alcohol in ten and eleven steps with an overall yield of 21% and 12%, respectively.

引用

页码：1429 / 1436

页数：8

共 14 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] PROCEDURE FOR THE CATALYTIC ASYMMETRIC EPOXIDATION OF ALLYLIC ALCOHOLS IN THE PRESENCE OF MOLECULAR-SIEVES [J].

HANSON, RM ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (10) :1922-1925

[4] AN OPTICALLY-ACTIVE CHROMIUM(0)-COMPLEXED BENZALDEHYDE DERIVATIVE IN ORGANIC-SYNTHESIS - A HIGHLY STEREOCONTROLLED TOTAL SYNTHESIS OF (+)-GONIOFUFURONE [J].

MUKAI, C ;

KIM, IJ ;

HANAOKA, M .

TETRAHEDRON LETTERS, 1993, 34 (38) :6081-6082

[5] A SYNTHESIS OF GONIOFUFURONE [J].

MURPHY, PJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (16) :1096-1097

[6] ACYLOXY-TRI(ISOPROPOXY)TITANIUM REAGENTS FOR REGIOSELECTIVE CLEAVAGE OF 2,3-EPOXYALCOHOLS - A SYNTHESIS OF 2-DEOXY-D-RIBOSE [J].

RAIFELD, YE ;

NIKITENKO, A ;

ARSHAVA, BM .

TETRAHEDRON, 1993, 49 (12) :2509-2514

[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]

TALAPATRA SK, 1985, INDIAN J CHEM B, V24, P29

[9]

TSBUKI M, 1993, SYNLETT, P653

[10] GONIODIOL AND 9-DEOXYGONIOPYPYRONE - SYNTHESES AND ABSOLUTE-CONFIGURATIONS [J].

TSUBUKI, M ;

KANAI, K ;

HONDA, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (22) :1640-1641

← 1 2 →