SYNTHESIS OF (R)-3-ALKYL-3-BENZYL-2-AZETIDINONES IN ENANTIOMERICALLY PURE FORM

被引：12

作者：

CATIVIELA, C

DIAZDEVILLEGAS, MD

GALVEZ, JA

机构：

[1] Instituto de Ciencia de Materiales de Aragón, Departamento de Química Orgánica, Universidad de Zaragoza-C.S.I.C.

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 02期

关键词：

D O I：

10.1016/S0957-4166(00)82343-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The diastereoselective alkylation of the enolate of 10-dicyclohexylsulfamoylisobornyl 3-phenyl-2-cyanopropanoate is reported. This alkylation took place with very good yield and selectivity and the reaction product was reduced and cyclised to the corresponding beta-lactam in high yield.

引用

页码：229 / 238

页数：10

共 26 条

[1] HIGHLY DIASTEREOSELECTIVE ALKYLATION OF 6-METHYLPERIHYDROPYRIMIDIN-4-ONES DIRECTED TOWARDS THE SYNTHESIS OF ALPHA-SUBSTITUTED BETA-AMINO ACIDS
AMOROSO, R
CARDILLO, G
TOMASINI, C
[J]. TETRAHEDRON LETTERS, 1992, 33 (19) : 2725 - 2728
[2] KINETIC RESOLUTION IN THE DIRECTED HYDROGENATION OF N-SUBSTITUTED ALPHA-(AMINOALKYL) ACRYLATES, PRECURSORS OF OPTICALLY-ACTIVE BETA-AMINO ACIDS
BROWN, JM
JAMES, AP
PRIOR, LM
[J]. TETRAHEDRON LETTERS, 1987, 28 (19) : 2179 - 2182
[3] CANIELLI G, 1987, TETRAHEDRON LETT, V28, P3593
[4] SYNTHESIS OF CYANOCINNAMIC ESTERS BY THE KNOEVENAGEL REACTION
CATIVIELA, C
DIAZDEVILLEGAS, MD
GALVEZ, JA
[J]. SYNTHETIC COMMUNICATIONS, 1990, 20 (20) : 3145 - 3152
[5] SYNTHESIS OF (R)-3-BENZYL-3-METHYL-2-AZETIDINONE AND (S)-3-BENZYL-3-METHYL-2-AZETIDINONE IN ENANTIOMERICALLY PURE FORM
CATIVIELA, C
DIAZDEVILLEGAS, MD
GALVEZ, JA
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (09) : 1141 - 1144
[6] CHIRAL 2-CYANOCINNAMATES IN CONJUGATE ADDITION ASYMMETRIC ENOLATE TRAPPING REACTIONS
CATIVIELA, C
DIAZDEVILLEGAS, MD
GALVEZ, JA
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (06) : 1657 - 1661
[7] ENANTIOSELECTIVE SYNTHESIS OF BETA-AMINO ESTERS THROUGH HIGH-PRESSURE-INDUCED ADDITION OF AMINES TO ALPHA,BETA-ETHYLENIC ESTERS
DANGELO, J
MADDALUNO, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (25) : 8112 - 8114
[8] THE ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS - STEREOCONTROLLED ASYMMETRIC TANDEM MICHAEL ADDITIONS AND ALKYLATIONS OF ALPHA,BETA-UNSATURATED ACYL LIGANDS BOUND TO THE CHIRAL AUXILIARY [BETA-C5H5)FE(CO)(PPH3)]
DAVIES, SG
DORDORHEDGECOCK, IM
SUTTON, KH
WALKER, JC
[J]. TETRAHEDRON LETTERS, 1986, 27 (32) : 3787 - 3790
[9] ASSIGNMENT OF THE ABSOLUTE-CONFIGURATION TO WINTERSTEIN ACID, R-3-DIMETHYLAMINO-3-PHENYL PROPIONIC-ACID, BY THE ASYMMETRIC-SYNTHESIS OF HOMOCHIRAL (S)-(+)-ETHYL 3-DIMETHYLAMINO-3-PHENYL PROPIONATE
DAVIES, SG
DUPONT, J
EASTON, RJC
[J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (05) : 279 - 280
[10] DIASTEREOSELECTIVE ALKYLATION OF 3-AMINOBUTANOIC ACID IN THE 2-POSITION
ESTERMANN, H
SEEBACH, D
[J]. HELVETICA CHIMICA ACTA, 1988, 71 (07) : 1824 - 1839

← 1 2 3 →