STUDY OF THE ASYMMETRIC DIELS-ALDER REACTION OF A CHIRAL AZLACTONE

被引：20

作者：

BUNUEL, E ^{[1
]}

CATIVIELA, C ^{[1
]}

DIAZDEVILLEGAS, MD ^{[1
]}

GARCIA, JI ^{[1
]}

机构：

[1] UNIV ZARAGOZA,CSIC,INST CIENCIA MAT ARAGON,DEPT QUIM ORGAN,E-50009 ZARAGOZA,SPAIN

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 04期

关键词：

D O I：

10.1016/0957-4166(94)80040-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The chiral Z-azlactone derived from 1,2-O-isopropylidene-D-glyceraldehyde underwent diastereoselective Diels-Alder reaction with cyclopentadiene. Catalyst, temperature and solvent dependence of the product ratio is described.

引用

页码：759 / 766

页数：8

共 26 条

[1]

ARENAL I, 1985, SYNTHESIS-STUTTGART, P773

[2]

Badsashah A., 1972, J ORG CHEM, V37, P2196

[3]

BERNABE M, 1972, AN QUIM-INT, V68, P501

[4] HETERO-SUBSTITUTED METHYLIDENEOXAZOLONES - 2,3-METHANOHOMOSERINE AND METHANOMETHIONINE SYNTHESIS [J].

BLAND, J ;

SHAH, A ;

BORTOLUSSI, A ;

STAMMER, CH .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (05) :992-995

[5] ASYMMETRIC DIELS-ALDER REACTION OF A CHIRAL AZLACTONE [J].

BUNUEL, E ;

CATIVIELA, C ;

DIAZDEVILLEGAS, MD .

TETRAHEDRON-ASYMMETRY, 1994, 5 (02) :157-160

[6]

CATIVIELA C, 1990, SYNTHESIS-STUTTGART, P1114

[7] SYNTHESIS OF THE 4 D,L-PAIRS OF 2-AMINO-3-PHENYLNORBORNANE-2-CARBOXYLIC ACIDS .2. THE USE OF 5(4H)-OXAZOLONES AS DIENOPHILES [J].

CATIVIELA, C ;

DEVILLEGAS, MDD ;

MAYORAL, JA ;

AVENOZA, A ;

PEREGRINA, JM .

TETRAHEDRON, 1993, 49 (03) :677-684

[8] SYNTHESIS OF NEW CONFORMATIONALLY RIGID PHENYLALANINE ANALOGS [J].

CATIVIELA, C ;

DIAZDEVILLEGAS, MD ;

AVENOZA, A ;

PEREGRINA, JM .

TETRAHEDRON, 1993, 49 (47) :10987-10996

[9] EXPERIMENTAL AND THEORETICAL-STUDY OF THE INFLUENCE OF THE SOLVENT ON ASYMMETRIC DIELS-ALDER REACTIONS [J].

CATIVIELA, C ;

GARCIA, JI ;

MAYORAL, JA ;

ROYO, AJ ;

SALVATELLA, L ;

ASSFELD, X ;

RUIZLOPEZ, MF .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1992, 5 (05) :230-238

[10] DEVELOPMENT OF A MODEL TO EXPLAIN THE INFLUENCE OF THE SOLVENT ON THE RATE AND SELECTIVITY OF DIELS-ALDER REACTIONS [J].

CATIVIELA, C ;

GARCIA, JI ;

MAYORAL, JA ;

AVENOZA, A ;

PEREGRINA, JM ;

ROY, MA .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 1991, 4 (01) :48-52

← 1 2 3 →