DIELS-ALDER REACTIONS OF ALPHA-VINYLIDENE-GAMMA-BUTYROLACTONES

被引：7

作者：

FOTIADU, F ^{[1
]}

ARCHAVLIS, A ^{[1
]}

BUONO, G ^{[1
]}

机构：

[1] ECOLE SUPER CHIM MARSEILLE,CNRS,LAB 1410,AV ESCADRILLE NORMANDIE NIEMEN,F-13397 MARSEILLE 13,FRANCE

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(00)97752-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

α-Vinylidene-γ-butyrolactones 2 and 4 are readily prepared via the reaction of ylides 1 or 3 with ketene. Diels-Alder cycloadditions of these compounds with typical dienes are described, addition of 2 to cyclopentadiene giving predominantly the exo stereomer. © 1990.

引用

页码：4859 / 4862

页数：4

共 24 条

[1] DIELS-ALDER CYCLO-ADDITIONS OF CHIRAL BUTENOLIDES WITH CYCLOPENTADIENE - ENDO EXO SELECTIVITY [J].

BATLLORI, R ;

FONT, J ;

MONSALVATJE, M ;

ORTUNO, RM ;

SANCHEZFERRANDO, F .

TETRAHEDRON, 1989, 45 (06) :1833-1838

[2]

BERTRAND M, 1979, TETRAHEDRON LETT, P15

[3]

BUONO G, 1977, THESIS MARSEILLE

[4]

BUONO G, 1972, TETRAHEDRON LETT, P325

[5] 2,3-ALKADIENOATES AS DIENOPHILES, APPLICATION IN THE SYNTHESIS OF (+)-(R)-LASIODIPLODIN [J].

FINK, M ;

GAIER, H ;

GERLACH, H .

HELVETICA CHIMICA ACTA, 1982, 65 (08) :2563-2569

[6]

GANDHI RP, 1989, INDIAN J CHEM B, V28, P287

[7] DIELS-ALDER ADDITION OF CYCLOPENTADIENE TO ALLENIC ESTERS - CATALYSIS BY LANTHANIDE COMPLEXES [J].

GANDHI, RP ;

ISHAR, MPS ;

WALI, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (16) :1074-1075

[8] THE DIELS-ALDER REACTION OF ALPHA-ETHENYLIDENE CYCLANONES - A STEREOSELECTIVE APPROACH TO SPIROCYCLIC COMPOUNDS [J].

GRAS, JL ;

GUERIN, A .

TETRAHEDRON LETTERS, 1985, 26 (14) :1781-1784

[9]

GRIECO PA, 1975, SYNTHESIS-STUTTGART, P67

[10] SYNTHESIS OF CYCLOBUTYLIDENEACETIC ESTERS VIA ALUMINUM-CHLORIDE PROMOTED [2+2] CYCLO-ADDITIONS OF ETHYL 2,3-BUTADIENOATE TO OLEFINS [J].

HOFFMANN, HMR ;

ISMAIL, ZM ;

WEBER, A .

TETRAHEDRON LETTERS, 1981, 22 (21) :1953-1956

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