Chiral dienamides-substrates for asymmetric synthesis of amido cyclohexenes

被引：33

作者：

Murphy, JP ^{[1
]}

Nieuwenhuyzen, M ^{[1
]}

Reynolds, K ^{[1
]}

Sarma, PKS ^{[1
]}

Stevenson, PJ ^{[1
]}

机构：

[1] QUEENS UNIV BELFAST,SCH CHEM,BELFAST BT9 5AG,ANTRIM,NORTH IRELAND

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 52期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/0040-4039(95)02040-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral dienamides, derived from chiral amines and oxazolidinones, react with electron deficient dienophiles Eo give amino-cyclohexanes with good to excellent de's.

引用

页码：9533 / 9536

页数：4

共 27 条

[1] CONCISE SYNTHETIC ROUTE TO BOTH ENANTIOMERIC FORMS OF 2,3,4,4A-TETRAHYDRO[1,3]DIOXOLO[4,5-J]PHENANTHRIDIN-6(5H)-ONE, THE TETRACYCLIC SKELETON ASSOCIATED WITH THE NARCISSUS ALKALOIDS LYCORICIDINE AND NARCICLASINE [J].

BANWELL, MG ;

COWDEN, CJ ;

MACKAY, MF .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) :61-62

[2] 2-AMINO-1,3-BUTADIENES AS CHIRAL BUILDING-BLOCKS - ENANTIOSELECTIVE SYNTHESIS OF 4-PIPERIDONES, 4-NITROCYCLOHEXANONES, AND 1,3-CYCLOHEPTADIONE DERIVATIVES [J].

BARLUENGA, J ;

AZNAR, F ;

VALDES, C ;

MARTIN, A ;

GARCIAGRANDA, S ;

MARTIN, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4403-4404

[3] ASYMMETRIC EXO-SELECTIVE DIELS-ALDER REACTIONS OF CYCLIC BF2 ADDUCTS OF FUNCTIONALIZED FISCHER VINYLCARBENE COMPLEXES WITH CHIRAL 2-AMINO-1,3-DIENES [J].

BARLUENGA, J ;

CANTELI, RM ;

FLOREZ, J ;

GARCIAGRANDA, S ;

GUTIERREZRODRIGUEZ, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) :6949-6950

[4]

BRANN H, 1990, TETRAHEDRON-ASYMMETR, V1, P403

[5]

CATIVICLA C, 1994, J ORG CHEM, V59, P774

[6] FIRST EXAMPLE OF A HIGHLY ENANTIOSELECTIVE CATALYTIC DIELS-ALDER REACTION OF AN ACHIRAL C-2-NU-SYMMETRICAL DIENOPHILE AND AN ACHIRAL DIENE [J].

COREY, EJ ;

SARSHAR, S ;

LEE, DH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (26) :12089-12090

[7] ASYMMETRIC INTRAMOLECULAR DIELS-ALDER REACTIONS OF SULFOXIMINE-ACTIVATED TRIENES [J].

CRAIG, D ;

GEACH, NJ ;

PEARSON, CJ ;

SLAWIN, AMZ ;

WHITE, AJP ;

WILLIAMS, DJ .

TETRAHEDRON, 1995, 51 (21) :6071-6098

[8]

ENDERS D, 1992, SYNTHESIS-STUTTGART, P1242

[9] ASYMMETRIC DIELS-ALDER CYCLO-ADDITION REACTIONS WITH CHIRAL ALPHA, BETA-UNSATURATED N-ACYLOXAZOLIDINONES [J].

EVANS, DA ;

CHAPMAN, KT ;

BISAHA, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1238-1256

[10] C-2-SYMMETRIC CATIONIC COPPER(II) COMPLEXES AS CHIRAL LEWIS-ACIDS - COUNTERION EFFECTS IN THE ENANTIOSELECTIVE DIELS-ALDER REACTION [J].

EVANS, DA ;

MURRY, JA ;

VONMATT, P ;

NORCROSS, RD ;

MILLER, SJ .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (07) :798-800

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