NEW APPROACHES TO ANTHRACYCLINONES - THE [BCD-]ABCD] CYCLOADDITION STRATEGY

被引：8

作者：

LAUGRAUD, S

GUINGANT, A

DANGELO, J

机构：

[1] FAC PHARM CHATENAY MALABRY,CHIM ORGAN LAB,5 RUE JEAN BAPTISTE CLEMENT,F-92296 CHATENAY MALABRY,FRANCE

[2] ECOLE SUPER PHYS & CHIM IND VILLE PARIS,UNITE CHIM ORGAN,F-75231 PARIS 05,FRANCE

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 10期

关键词：

ANTHRACYCLINONES; HIGH PRESSURE-INDUCED DIELS-ALDER CYCLOADDITION; 9,10-DIMETHOXY-1,4-ANTHRAQUINONE;

D O I：

10.1016/S0040-4039(00)91603-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

High pressure-induced Diels-Alder cycloaddition of 9,10-dimethoxy-1,4-anthraquinone.with dienes 5 and 8 led to the expected adducts. These constitute useful intermediates in the synthesis of anthracyclinones.

引用

页码：1289 / 1290

页数：2

共 9 条

[1] DIELS-ALDER CYCLOADDITIONS OF ELECTRON-RICH, ELECTRON-DEFICIENT, AND PUSH-PULL DIENES WITH CYCLIC DIENOPHILES - HIGH-PRESSURE-INDUCED REACTIONS AND THEORETICAL CALCULATIONS [J].

BRANCHADELL, V ;

SODUPE, M ;

ORTUNO, RM ;

OLIVA, A ;

GOMEZPARDO, D ;

GUINGANT, A ;

DANGELO, J .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (13) :4135-4141

[2] APPROACH TO THE AKLAVINONE SERIES THROUGH A NEW HIGH PRESSURE-INDUCED [BCD-]ABCD] CYCLOADDITION STRATEGY [J].

GUINGANT, A ;

DANGELO, J .

TETRAHEDRON LETTERS, 1986, 27 (32) :3729-3732

[3] REGIOSPECIFIC TOTAL SYNTHESIS OF (+/-)-DAUNOMYCINONE FROM AN 11-DEOXYDAUNOMYCINONE PRECURSOR [J].

HAUSER, FM ;

BAGHDANOV, VM .

TETRAHEDRON, 1984, 40 (22) :4719-4724

[4] A DIRECT ROUTE FOR THE SYNTHESIS OF (E)-3-ALKYL-4-OXO-2-BUTENOIC ACID-ESTERS [J].

LAUGRAUD, S ;

GUINGANT, A ;

DANGELO, J .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (21) :4788-4790

[5] SYNTHESIS OF (+/-) 11-DEOXYDAUNOMYCINONE AND 4-DEMETHOXY ANALOG BY SEQUENTIAL DIELS-ALDER CYCLO-ADDITIONS [J].

LAUGRAUD, S ;

GUINGANT, A ;

DANGELO, J .

TETRAHEDRON LETTERS, 1989, 30 (01) :83-86

[6] EFFICIENT METHOD FOR INTRODUCING VINEOMYCIN-FRIDAMYCIN-TYPE SIDE-CHAIN - TOTAL SYNTHESIS OF FRIDAMYCIN-E [J].

MATSUMOTO, T ;

JONA, H ;

KATSUKI, M ;

SUZUKI, K .

TETRAHEDRON LETTERS, 1991, 32 (38) :5103-5106

[7] CONVERGENT TOTAL SYNTHESIS OF VINEOMYCINONE-B2 METHYL-ESTER AND ITS C(12)-EPIMER [J].

MATSUMOTO, T ;

KATSUKI, M ;

JONA, H ;

SUZUKI, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) :6982-6992

[8]

THOMSON RH, 1987, NATURALLY OCCURRING, P529

[9]

[No title captured]

← 1 →