A KINETIC AND MECHANISTIC STUDY OF THE BAYLIS-HILLMAN REACTION

被引：98

作者：

BODE, ML ^{[1
]}

KAYE, PT ^{[1
]}

机构：

[1] RHODES UNIV,DEPT CHEM,POB 94,GRAHAMSTOWN 6140,SOUTH AFRICA

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 40期

关键词：

D O I：

10.1016/0040-4039(91)80098-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reactions of acrylate esters with pyridinecarboxaldehydes, in the presence of 3-hydroxyquinuclidine or 1,4-diazabicyclo[2.2.2] octane, have been followed by H-1 NMR spectroscopy, and a mechanism which accommodates the kinetic data has been presented.

引用

页码：5611 / 5614

页数：4

共 8 条

[1]

AMEER F, 1986, S AFR J CHEM, V39, P57

[2] NECIC ACID SYNTHONS .5. TOTAL SYNTHESIS OF (+/-)-RETRONECIC ACID AND RELATED-COMPOUNDS VIA ZINC-MEDIATED COUPLING OF HALOGENO-ESTERS [J].

AMEER, F ;

DREWES, SE ;

HOOLE, R ;

KAYE, PT ;

PITCHFORD, AT .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (12) :2713-2717

[3] RATE ENHANCEMENT EFFECTS IN THE DABCO CATALYZED SYNTHESIS OF HYDROXYALKENOATE ESTERS [J].

AMEER, F ;

DREWES, SE ;

FREESE, S ;

KAYE, PT .

SYNTHETIC COMMUNICATIONS, 1988, 18 (05) :495-500

[4]

[Anonymous], [No title captured], Patent No. [2155113A1, 2155113]

[5] NECIC ACID SYNTHONS .1. TOTAL SYNTHESIS OF INTEGERRINECIC ACID [J].

DREWES, SE ;

EMSLIE, ND .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (09) :2079-2083

[6] SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].

DREWES, SE ;

ROOS, GHP .

TETRAHEDRON, 1988, 44 (15) :4653-4670

[7] DABCO-CATALYZED COUPLING OF ALDEHYDES WITH ACTIVATED DOUBLE-BONDS .4. STEREOSELECTIVE SYNTHESIS OF TRISUBSTITUTED OLEFINS AND TERPENOID BUILDING-BLOCKS VIA 2-(HYDROXYALKYL)-2-PROPENOIC ESTERS [J].

HOFFMANN, HMR ;

RABE, J .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (20) :3849-3859

[8] 1,4-DIAZOBICYCLO[2.2.2]OCTANE-CATALYZED COUPLING OF ALDEHYDES AND ACTIVATED DOUBLE-BONDS .3. A SHORT AND PRACTICAL SYNTHESIS OF MIKANECIC ACID (4-VINYL-1-CYCLOHEXENE-1,4-DICARBOXYLIC ACID) [J].

HOFFMANN, HMR ;

RABE, J .

HELVETICA CHIMICA ACTA, 1984, 67 (02) :413-415

← 1 →