DIASTEREOSELECTIVE AZOMETHINE YLIDE CYCLOADDITIONS TO UNSATURATED, CHIRAL BICYCLIC LACTAMS

被引：29

作者：

FRAY, AH ^{[1
]}

MEYERS, AI ^{[1
]}

机构：

[1] COLORADO STATE UNIV,DEPT CHEM,FT COLLINS,CO 80523

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 25期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(00)92506-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The levels of diastereoselection resulting from the 1,3-dipolar cycloaddition of chiral and achiral azomethine ylides 2(a-c) to chiral, unsaturated bicyclic lactams 1(a-f) are described in terms of steric factors.

引用

页码：3575 / 3578

页数：4

共 24 条

[11]

KANEMASA S, 1990, TETRAHEDRON LETT, V31, P3633

[12]

Lown J. W., 1984, 1 3 DIPOLAR CYCLOADD, V1, P653

[13] DOUBLE ASYMMETRIC-SYNTHESIS AND A NEW STRATEGY FOR STEREOCHEMICAL CONTROL IN ORGANIC-SYNTHESIS [J].

MASAMUNE, S ;

CHOY, W ;

PETERSEN, JS ;

SITA, LR .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1985, 24 (01) :1-30

[14] CHIRAL BICYCLIC LACTAMS - AN ASYMMETRIC-SYNTHESIS OF CIS-(1S, 3R) DELTAMETHRINIC ACID [J].

MEYERS, AI ;

ROMO, D .

TETRAHEDRON LETTERS, 1989, 30 (14) :1745-1748

[15] EFFICIENT ASYMMETRIC (2 + 2) PHOTOCYCLOADDITION LEADING TO CHIRAL CYCLOBUTANES - APPLICATION TO THE TOTAL SYNTHESIS OF (-)-GRANDISOL [J].

MEYERS, AI ;

FLEMING, SA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (02) :306-307

[16] A NOVEL ASYMMETRIC-SYNTHESIS OF SUBSTITUTED CYCLOPROPANES [J].

MEYERS, AI ;

ROMINE, JL ;

FLEMING, SA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (21) :7245-7247

[17]

MEYERS AI, 1990, TETRAHEDRON, V46, P4951

[18] AN ASYMMETRIC-SYNTHESIS OF BICYCLIC LACTONES AND ITS APPLICATION TO THE ASYMMETRIC-SYNTHESIS OF (1R,3S)-CIS-CHRYSANTHEMIC ACID [J].

MUKAIYAMA, T ;

YAMASHITA, H ;

ASAMI, M .

CHEMISTRY LETTERS, 1983, (03) :385-388

[19] DIASTEREOFACIAL SELECTIVITY IN AZOMETHINE YLIDE CYCLO-ADDITION REACTIONS DERIVED FROM CHIRAL ALPHA-CYANOAMINOSILANES [J].

PADWA, A ;

CHEN, YY ;

CHIACCHIO, U ;

DENT, W .

TETRAHEDRON, 1985, 41 (17) :3529-3535

[20] ON THE USE OF N-[(TRIMETHYLSILYL)METHYL]AMINO ETHERS AS CAPPED AZOMETHINE YLIDE EQUIVALENTS [J].

PADWA, A ;

DENT, W .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (02) :235-244

← 1 2 3 →