SYNTHESIS OF NEW CHIRAL PHASE-TRANSFER CATALYSTS AND THEIR APPLICATION TO MICHAEL ADDITIONS

被引：18

作者：

BANFI, S

CINQUINI, M

COLONNA, S

机构：

[1] UNIV MILAN, CNR, I-20133 MILAN, ITALY

[2] UNIV MILAN, IST CHIM IND, I-20133 MILAN, ITALY

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1981年 / 54卷 / 06期

关键词：

D O I：

10.1246/bcsj.54.1841

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of chiral onium salts derived from (L)-( plus )-methionine have been examined for the catalysis of Michael additions in phase-transfer conditions. The chemical yields are high, but no asymmetric induction was observed. One particular catalyst represents the first example of an onium salt anchored to a polimetric matrix having a higher catalytic efficiency than its soluble counterpart.

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页码：1841 / 1843

页数：3

相关论文

共 15 条

[1] N-SUBSTITUTED AMINO-ACIDS .1. A NEW METHOD OF PREPARATION OF DIMETHYLAMINO-ACIDS [J].

BOWMAN, RE ;

STROUD, HH .

JOURNAL OF THE CHEMICAL SOCIETY, 1950, (MAY) :1342-1345

[2]

CHRISTENSEN BW, 1965, J CHEM SOC CHEM COMM, P225

[3] ASYMMETRIC INDUCTION IN THE MICHAEL REACTION BY MEANS OF CHIRAL PHASE-TRANSFER CATALYSTS DERIVED FROM CINCHONA AND EPHEDRA ALKALOIDS [J].

COLONNA, S ;

RE, A ;

WYNBERG, H .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (02) :547-552

[4] ASYMMETRIC INDUCTION IN DARZENS REACTION BY MEANS OF CHIRAL PHASE-TRANSFER IN A 2-PHASE SYSTEM - EFFECT OF BINDING CATALYST TO A SOLID POLYMERIC SUPPORT [J].

COLONNA, S ;

FORNASIER, R ;

PFEIFFER, U .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (01) :8-11

[5]

COLONNA S, 1978, J CHEM SOC P1, P317

[6] PERHYDROINDAN DERIVATIVES .12. 6-METHOXYINDANONE AND ITS DERIVATIVES [J].

HOUSE, HO ;

HUDSON, CB .

JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (03) :647-&

[7] SYNTHESIS AND PROPERTIES OF NEW CHIRAL CATIONIC SURFACTANT WITH CHARGE-BEARING ATOM AT ASYMMETRIC CENTER [J].

JUGE, S ;

MEYER, G .

TETRAHEDRON, 1980, 36 (07) :959-964

[8] PHASE-TRANSFER CATALYSIS USING CHIRAL CATALYSTS - SYNTHESIS OF OPTICALLY-ACTIVE 2-PHTHALIMIDO-ESTERS [J].

JULIA, S ;

GINEBREDA, A ;

GUIXER, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (17) :742-743

[9]

JULIA S, 1981, J CHEM SOC PERK T 1, P574, DOI 10.1039/p19810000574

[10] POLYMER-SUPPORTED PHASE-TRANSFER CATALYSTS - HIGH CATALYTIC ACTIVITY OF AMMONIUM AND PHOSPHONIUM QUATERNARY-SALTS BONDED TO A POLYSTYRENE MATRIX [J].

MOLINARI, H ;

MONTANARI, F ;

QUICI, S ;

TUNDO, P .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (14) :3920-3927