DIASTEREOSELECTIVE, LANTHANIDE-CATALYZED, INVERSE ELECTRON-DEMAND DIELS-ALDER (IEDDA) REACTIONS OF 3-CARBOMETHOXY-2-PYRONE (3-CMP) DERIVATIVES

被引：36

作者：

MARKO, IE

EVANS, GR

机构：

[1] Université Catholique de Louvain, Département de Chimie, Laboratoire de Chimie Organique, B-1348 Louvain-La-Neuve

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(00)77028-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cycloaddition reactions between the chiral 2-pyrone derivatives 3 and various dienophiles, catalysed by lanthanide shift reagents, afford bicyclic lactones 8 in high diastereomeric excesses.

引用

页码：2767 / 2770

页数：4

共 18 条

[1] TOTALLY SYNTHETIC ROUTES TO THE HIGHER MONOSACCHARIDES [J].

DANISHEFSKY, SJ ;

DENINNO, MP .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (01) :15-23

[2] NATURAL PRODUCT SYNTHESES BASED ON ASYMMETRIC DIELS-ALDER REACTIONS [J].

HELMCHEN, G ;

HADY, AFA ;

HARTMANN, H ;

KARGE, R ;

KROTZ, A ;

SARTOR, K ;

URMANN, M .

PURE AND APPLIED CHEMISTRY, 1989, 61 (03) :409-412

[3]

HELMCHEN G, 1986, MODERN SYNTHETIC MET, V4, P262

[4]

KVITA V, 1992, CHIMIA, V46, P457

[5]

KVITA V, 1993, CHIMIA, V47, P3

[6] TANDEM PERICYCLIC-REACTIONS - THE 1ST X-RAY STRUCTURE OF AN INITIAL PYRONE-OLEFIN ADDUCT AND AN EASY, STEREOCONTROLLED, ENTRY INTO POLYOXYGENATED CYCLOHEXANES [J].

MARKO, IE ;

SERES, P ;

SWARBRICK, TM ;

STATON, I ;

ADAMS, H .

TETRAHEDRON LETTERS, 1992, 33 (38) :5649-5652

[7] TANDEM PERICYCLIC-REACTIONS (TPR) - AWAY FROM HIGH-PRESSURE [J].

MARKO, IE ;

EVANS, GR .

TETRAHEDRON LETTERS, 1993, 34 (45) :7309-7312

[8] TANDEM PERICYCLIC-REACTIONS (TPR) - A SIMPLE CONSTRUCTION OF FUNCTIONALIZED [3,N,1] BICYCLES AND A READY ENTRY INTO THE CORE OF GIBBERELLIC-ACID AND ZIZAENE [J].

MARKO, IE ;

SERES, P ;

EVANS, GR ;

SWARBRICK, TM .

TETRAHEDRON LETTERS, 1993, 34 (45) :7305-7308

[9]

MARKO IE, UNPUB

[10] 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

← 1 2 →