SYNTHESES OF CAMALEXIN, INDOLOPYRIDOCOLINE AND FLAVOPEREIRINE

被引：70

作者：

FURSTNER, A

ERNST, A

机构：

[1] Max-Planck-Institut für Kohlenforschung, D-45470 Mülheim/Ruhr

来源：

TETRAHEDRON | 1995年 / 51卷 / 03期

关键词：

D O I：

10.1016/0040-4020(94)00987-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short synthetic route to the phytoalexin camalexin 7 and a convergent approach to the alkaloids indolopyridocoline 8, 6,7-dihydroflavapereirine 15 and flavopereirine 9 are presented. Starting from well accessible precursors, these total syntheses highlight the preparative potential of a new method for indole synthesis based on the formation of the C2-C3 bond by low-valent titanium induced reductive coupling of oxo-amides.

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页码：773 / 786

页数：14

相关论文

共 47 条

[1] ELECTRONIC-STRUCTURE OF BETA-CARBOLINE ANHYDRO-BASES [J].

AIHARA, J ;

ICHIKAWA, H ;

TOKIWA, H ;

OKUMURA, Y .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (09) :2498-2503

[2] ALKALOIDS OF LOGANIACEAE - ISOLATION OF A NEW ALKALOID FROM STRYCHNOS-USAMBARENSIS [J].

ANGENOT, L ;

DENOEL, A .

PLANTA MEDICA, 1973, 23 (03) :226-232

[3]

[Anonymous], 1970, CHEM INDOLES

[4] SYNTHESIS OF CAMALEXIN AND RELATED PHYTOALEXINS [J].

AYER, WA ;

CRAW, PA ;

MA, YT ;

MIAO, SC .

TETRAHEDRON, 1992, 48 (14) :2919-2924

[5] UBER DIE ALKALOIDE AUS DER RINDE VON STRYCHNOS-MELINONIANA BAILLON .25. MITTEILUNG UBER CALEBASSEN-ALKALOIDE [J].

BACHLI, E ;

VAMVACAS, C ;

SCHMID, H ;

KARRER, P .

HELVETICA CHIMICA ACTA, 1957, 40 (05) :1167-1187

[6] SYNTHESIS OF BETA-CARBOLINE DERIVATIVES .1. SYNTHESIS OF SOME 12 H-INDOLO[2,3-A]PYRIDOCOLINIUM SALTS, INCLUDING FLAVOPEREIRINE [J].

BAN, Y ;

SEO, M .

TETRAHEDRON, 1961, 16 (1-4) :5-&

[7]

BEJAR O, 1957, CR HEBD ACAD SCI, V244, P2066

[8]

BELJANSKI M, 1982, EXP CELL BIOL, V50, P79

[9] 3 ALKALOIDS AS SELECTIVE DESTROYERS OF CANCER-CELLS IN MICE - SYNERGY WITH CLASSIC ANTICANCER DRUGS [J].

BELJANSKI, M ;

BELJANSKI, MS .

ONCOLOGY, 1986, 43 (03) :198-203

[10]

BELJANSKI M, 1989, Patent No. 373986

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