AZA COPE REARRANGEMENT OF SCHIFF-BASES DERIVED FROM ENDO-NORBORNEN-5-AMINES

被引：4

作者：

GILCHRIST, TL ^{[1
]}

GONSALVES, AMDR ^{[1
]}

MELO, TMVDPE ^{[1
]}

机构：

[1] UNIV COIMBRA,FAC CIENCIAS & TECNOL,DEPT QUIM,P-3400 COIMBRA,PORTUGAL

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(00)91838-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl 1-(benzylideneamino)acrylate 1 acts as a dienophile in its reaction with cyclopentadiene and gives the norbornene ester 2a. This undergoes an aza Cope rearrangement at room temperature to give the etrahydropyridine 3a. An analogous rearrangement of the imine 5 takes place.

引用

页码：6945 / 6946

页数：2

共 8 条

[1] PREPARATION OF ALPHA-UNSATURATED ACYCLIC THIOKETONES - REGIOSELECTIVE DIMERIZATION OF 4H-1,3-DITHIIN [J].

BESLIN, P ;

LAGAIN, D ;

VIALLE, J ;

MINOT, C .

TETRAHEDRON, 1981, 37 (22) :3839-3845

[2] THE HETERO-COPE REARRANGEMENT IN ORGANIC-SYNTHESIS [J].

BLECHERT, S .

SYNTHESIS-STUTTGART, 1989, (02) :71-82

[3] ETHYL 2-(DIPHENYLMETHYLENEAMINO)ACRYLATE AS A DIENOPHILE IN THE SYNTHESIS OF ALICYCLIC ALPHA-AMINO-ACIDS [J].

CATIVIELA, C ;

FRAILE, JM ;

MAYORAL, JA .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (08) :2456-2457

[4] DIELS-ALDER REACTIONS OF 2-AZADIENES DERIVED FROM CYSTEINE METHYL-ESTER [J].

GILCHRIST, TL ;

GONSALVES, AMD ;

MELO, TMVDPE .

TETRAHEDRON LETTERS, 1993, 34 (25) :4097-4100

[5]

HUGHES MT, 1968, J CHEM SOC CHEM COMM, P587

[6] ADDITION OF METHYL BUT-2-ENEDITHIOATE TO CYCLOPENTADIENE - CYCLOPENTADIENE AS A DIENOPHILE [J].

LAWSON, KR ;

SINGLETON, A ;

WHITHAM, GH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (04) :865-868

[7] REARRANGEMENT OF DIELS-ALDER ADDUCT OF AZODIBENZOYL AND CYCLOPENTADIENE [J].

MACKAY, D ;

CAMPBELL, JA ;

JENNISON, CP .

CANADIAN JOURNAL OF CHEMISTRY, 1970, 48 (01) :81-&

[8] ON AMINO-ACIDS AND PEPTIDES .28. DEHYDRO AMINO-ACIDS .14. SCHIFF-BASES OF DEHYDRO AMINO-ACIDS FROM 2-ARYL-4-THIAZOLIDINECARBOXYLIC ACIDS - 1ST SYNTHESIS OF AN N-ARYLIDENE-DEHYDROALANINE ESTER [J].

OHLER, E ;

SCHMIDT, U .

CHEMISCHE BERICHTE-RECUEIL, 1979, 112 (01) :107-115

← 1 →