A convenient method for the preparation of substituted naphtho[2,3-b]-1,4-dioxin by the Diels-Alder reaction

被引：6

作者：

Capilla, AS ^{[1
]}

Pujol, MD ^{[1
]}

机构：

[1] UNIV BARCELONA,FAC FARM,QUIM FARMACEUT LAB,E-08028 BARCELONA,SPAIN

来源：

SYNTHETIC COMMUNICATIONS | 1996年 / 26卷 / 09期

关键词：

D O I：

10.1080/00397919608002612

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

The naphtho-fused systems 3 and 4 were synthesized from the hydroxy-acetal 1 through deacetylation, formation of unstable diene 2 and Diels-Alder cycloaddition with the appropriate dienophile in acidic media.

引用

页码：1729 / 1738

页数：10

共 12 条

[1]

2,3-DIMETHYLENE-2,3-DIHYDROTHIOPHENE - THE THIOPHENE ANALOG OF ORTHO-XYLYLENE [J].

CHADWICK, DJ ;

PLANT, A .

TETRAHEDRON LETTERS, 1987, 28 (48) :6085-6088

[2]

NEW NITROGEN DERIVATIVES OF PODOPHYLLOTOXIN AND A NOVEL ACCESS TO DEHYDROANHYDROPICROPODOPHYLLIN [J].

DELIMA, DP ;

RASLAN, DS ;

DEOLIVEIRA, AB .

SYNTHETIC COMMUNICATIONS, 1994, 24 (18) :2675-2683

[3]

APPLICATION OF ORGANOLITHIUM AND RELATED REAGENTS IN SYNTHESIS .13. SYNTHETIC STRATEGIES BASED ON AROMATIC METALATION - A CONCISE REGIOSPECIFIC CONVERSION OF BENZOIC-ACIDS INTO 4-HYDROXY-1-ARYLNAPHTHALENES [J].

EPSZTAJN, J ;

JOZWIAK, A ;

SZCZESNIAK, AK .

TETRAHEDRON, 1993, 49 (04) :929-938

[4]

SYNTHESIS AND DIELS-ALDER REACTIONS OF 1,3-DIMETHYL-4-(PHENYLSULFONYL)-4H-FURO[3,4-B]INDOLE - A NEW ANNULATION STRATEGY FOR THE CONSTRUCTION OF ELLIPTICINE AND ISOELLIPTICINE [J].

GRIBBLE, GW ;

SAULNIER, MG ;

SIBI, MP ;

OBAZANUTAITIS, JA .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (23) :4518-4523

[5]

METALLIC NICKEL ASSISTED ROOM-TEMPERATURE GENERATION AND DIELS-ALDER CHEMISTRY OF ORTHO-XYLYLENE INTERMEDIATES [J].

INABA, S ;

WEHMEYER, RM ;

FORKNER, MW ;

RIEKE, RD .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (02) :339-344

[6]

KANG JY, 1990, TETRAHEDRON LETT, V31, P2713

[7]

AN ASYMMETRIC-SYNTHESIS OF ISOPODOPHYLLOTOXIN [J].

PELTER, A ;

WARD, RS ;

LI, QR ;

PIS, J .

TETRAHEDRON-ASYMMETRY, 1994, 5 (05) :909-920

[8]

INDOLO-2,3-QUINODIMETHANES AND STABLE CYCLIC ANALOGS FOR REGIOCONTROLLED AND STEREOCONTROLLED SYNTHESES OF [B]-ANELATED INDOLES [J].

PINDUR, U ;

ERFANIANABDOUST, H .

CHEMICAL REVIEWS, 1989, 89 (08) :1681-1689

[9]

PROGRESS IN THE CHEMISTRY OF ISOBENZOFURANS - APPLICATIONS TO THE SYNTHESIS OF NATURAL-PRODUCTS AND POLYAROMATIC HYDROCARBONS [J].

RODRIGO, R .

TETRAHEDRON, 1988, 44 (08) :2093-2135

[10]

SYNTHESIS AND DIELS-ALDER REACTION OF 2,3-DIHYDRO-2,3-DIMETHYLENE-1,4-BENZODIOXIN [J].

RUIZ, N ;

PUJOL, MD ;

GUILLAUMET, G ;

COUDERT, G .

TETRAHEDRON LETTERS, 1992, 33 (21) :2965-2968

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