TANDEM MICHAEL REACTIONS FOR THE CONSTRUCTION OF PYRROLIDINE AND PIPERIDINE RING-SYSTEMS

被引：26

作者：

BARCO, A ^{[1
]}

BENETTI, S ^{[1
]}

CASOLARI, A ^{[1
]}

POLLINI, GP ^{[1
]}

SPALLUTO, G ^{[1
]}

机构：

[1] DIPARTIMENTO SCI FARMACEUT,I-44100 FERRARA,ITALY

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(00)89020-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convergent one-pot construction of disubstituted pyrrolidine and piperidine frameworks has been accomplished through a simple protocol involving intermolecular conjugate addition of a nitrogen nucleophile to an electrophilic olefin followed by intramolecular trapping of the generated enolate by a built-in α,β,-unsaturated acceptor. © 1990.

引用

收藏

页码：3039 / 3042

页数：4

相关论文

共 29 条

[21]

OPPOLZER W, 1978, TETRAHEDRON LETT, V19, P3397

[22] SYNTHETIC APPLICATION OF CYANOAMINOSILANES AS AZOMETHINE YLIDE EQUIVALENTS [J].

PADWA, A ;

CHEN, YY ;

DENT, W ;

NIMMESGERN, H .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (21) :4006-4014

[23] SYNTHESIS OF NITROSUBSTITUTED DECALONES BY DOUBLE MICHAEL REACTION, SEQUENTIAL MICHAEL REACTION, AND BY DIELS-ALDER REACTION [J].

RICHTER, F ;

OTTO, HH .

TETRAHEDRON LETTERS, 1987, 28 (26) :2945-2946

[24] DIASTEREOSELECTIVE SYNTHESIS OF BICYCLO[2.2.2]OCTANES BY DOUBLE MICHAEL ADDITION [J].

SPITZNER, D ;

WAGNER, P ;

SIMON, A ;

PETERS, K .

TETRAHEDRON LETTERS, 1989, 30 (05) :547-550

[25] A CONCISE ENANTIOSELECTIVE SYNTHESIS OF ACROMELIC ACID-B FROM (S)-O-BENZYLGLYCIDOL [J].

TAKANO, S ;

TOMITA, S ;

IWABUCHI, Y ;

OGASAWARA, K .

HETEROCYCLES, 1989, 29 (08) :1473-1476

[26] A CONCISE ENANTIOSELECTIVE SYNTHESIS OF ACROMELIC ACID-A [J].

TAKANO, S ;

IWABUCHI, Y ;

OGASAWARA, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5523-5524

[27] A CONCISE ENANTIOSELECTIVE ROUTE TO (-)-KAINIC ACID FROM (S)-2-(BENZYLOXYMETHYL)OXIRANE [J].

TAKANO, S ;

IWABUCHI, Y ;

OGASAWARA, K .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (17) :1204-1206

[28] STEREOSELECTIVE INTRAMOLECULAR HALOAMIDATION OF N-PROTECTED 3-HYDROXY-4-PENTENYLAMINES AND 4-HYDROXY-5-HEXENYLAMINES [J].

TAMARU, Y ;

KAWAMURA, S ;

BANDO, T ;

TANAKA, K ;

HOJO, M ;

YOSHIDA, Z .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) :5491-5501

[29] AN EFFICIENT SYNTHESIS OF THE BASIC PYRROLIDINE RING FOR THE KAINOIDS [J].

YOO, SE ;

LEE, SH ;

KIM, NJ .

TETRAHEDRON LETTERS, 1988, 29 (18) :2195-2196