CONVENIENT ANNULATION PROCESS INVOLVING A TANDEM ALKYLATION-MICHAEL ADDITION SEQUENCE

被引：16

作者：

DESMAELE, D

LOUVET, JM

机构：

[1] Laboratoire de Chimie Organique, associé au CNRS Faculté de Pharmacie., 92296 Châtenay-Malabry, 5, rue J.B. Clément

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 16期

关键词：

ANNULATION; TANDEM ALKYLATION MICHAEL ADDITION; ACTIVE-MICHAEL ADDITION; ACTIVE-METHYLENE COMPOUNDS; CESIUM-CARBONATE;

D O I：

10.1016/S0040-4039(00)77167-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Malonic esters, beta-keto-ester and other methylene-active compounds react with the 7-iodo-2-heptenoic acid methyl ester 2 in presence of cesium carbonate to give six-membered ring products 5, through a tandem alkylation-Michael addition reaction.

引用

页码：2549 / 2552

页数：4

共 8 条

[1] TANDEM SN2-MICHAEL REACTIONS FOR THE PREPARATION OF SIMPLE 5-MEMBERED AND 6-MEMBERED-RING NITROGEN AND SULFUR HETEROCYCLES [J].

BUNCE, RA ;

PEEPLES, CJ ;

JONES, PB .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) :1727-1733

[2]

DESLONGCHAMPS P, 1986, CAN J CHEM, V68, P2068

[3] SYNTHESIS OF CIS-DECALIN VIA DIELS-ALDER AND DOUBLE MICHAEL CYCLO-ADDITION WITH SUBSTITUTED NAZAROV REAGENT [J].

LAVALLEE, JF ;

DESLONGCHAMPS, P .

TETRAHEDRON LETTERS, 1988, 29 (40) :5117-5118

[4] A NEW ACCESS TO HOMOERYTHRINA ALKALOIDS [J].

LEDREAU, MA ;

DESMAELE, D ;

DUMAS, F ;

DANGELO, J .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (11) :2933-2935

[5] MIRC REACTIONS .3. USE OF DOUBLY ACTIVATED SUBSTRATES [J].

LITTLE, RD ;

VERHE, R ;

MONTE, WT ;

NUGENT, S ;

DAWSON, JR .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (02) :362-364

[6]

LITTLE RD, 1980, TETRAHEDRON LETT, P2609

[7] INTRAMOLECULAR DIELS-ALDER REACTION OF ALPHA,BETA-UNSATURATED ESTER DIENOPHILES WITH CYCLOPENTADIENE AND THE DEPENDENCE ON TETHER LENGTH [J].

STILLE, JR ;

GRUBBS, RH .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (02) :434-444

[8] A HIGHLY STEREOSELECTIVE SYNTHESIS OF CARBOCYCLIC COMPOUNDS BY THE MICHAEL INDUCED INTRAMOLECULAR ALKYLATION - A STEREOCONTROL OF EXTRACYCLIC CHIRAL CENTERS [J].

YAMAGUCHI, M ;

TSUKAMOTO, M ;

HIRAO, I .

TETRAHEDRON LETTERS, 1985, 26 (14) :1723-1726

← 1 →