NEW APPROACHES TO THE ASYMMETRIC-SYNTHESIS OF ALPHA-METHYLPHENYLALANINE

被引：36

作者：

CATIVIELA, C

DIAZDEVILLEGAS, MD

GALVEZ, JA

机构：

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

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 02期

关键词：

D O I：

10.1016/S0957-4166(00)86182-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A strategy of highly selective alkylation of chiral 2-cyanoesters followed by the corresponding degradation process allows a divergent asymmetric synthesis of (R) and (S)-alpha-methylphenylalanine.

引用

页码：261 / 268

页数：8

共 27 条

[1] VERSATILE STEREOSELECTIVE SYNTHESIS OF COMPLETELY PROTECTED TRIFUNCTIONAL ALPHA-METHYLATED ALPHA-AMINO-ACIDS STARTING FROM ALANINE [J].

ALTMANN, E ;

NEBEL, K ;

MUTTER, M .

HELVETICA CHIMICA ACTA, 1991, 74 (04) :800-806

[2] N-FORMYLCARBAMOYLASPARTAME, A NEW ASPARTAME-LIKE SWEETENER - SYNTHESIS AND STUDIES ON STABILITY AND BIOLOGICAL PROPERTIES [J].

BOESTEN, WHJ ;

DASSEN, BHN ;

KLEINJANS, JCS ;

VANAGEN, B ;

VANDERWAL, S ;

DEVRIES, NK ;

SCHOEMAKER, HE ;

MEIJER, EM .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1991, 39 (01) :154-158

[3] SYNTHESIS OF (R)-3-ALKYL-3-BENZYL-2-AZETIDINONES IN ENANTIOMERICALLY PURE FORM [J].

CATIVIELA, C ;

DIAZDEVILLEGAS, MD ;

GALVEZ, JA .

TETRAHEDRON-ASYMMETRY, 1993, 4 (02) :229-238

[4] SYNTHESIS OF (R)-2-AMINO-2-METHYLBUTANOIC ACID AND (S)-2-AMINO-2-METHYLBUTANOIC ACID (IVA) IN ENANTIOMERICALLY PURE FORM [J].

CATIVIELA, C ;

DIAZDEVILLEGAS, MD ;

GALVEZ, JA .

TETRAHEDRON-ASYMMETRY, 1993, 4 (07) :1445-1448

[5] CHIRAL 2-CYANOCINNAMATES IN CONJUGATE ADDITION ASYMMETRIC ENOLATE TRAPPING REACTIONS [J].

CATIVIELA, C ;

DIAZDEVILLEGAS, MD ;

GALVEZ, JA .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (06) :1657-1661

[6] ALPHA-ALKYLATION OF ACYCLIC AMINO-ACIDS WITH SELF-REPRODUCTION OF THE CENTER OF CHIRALITY - A NEW ROUTE TO (S)-(+)-ALPHA-ALKYLATED ASPARTIC ACIDS [J].

FADEL, A ;

SALAUN, J .

TETRAHEDRON LETTERS, 1987, 28 (20) :2243-2246

[7]

HEIMGARTNER H, 1991, ANGEW CHEM INT EDIT, V30, P243

[8]

IHIARA M, 1991, J CHEM SOC P1, P525

[9]

KARADY S, 1984, TETRAHEDRON LETT, V25, P2243

[10] SYNTHESIS OF OPTICALLY PURE ALPHA-ALKYLATED ALPHA-AMINO-ACIDS AND A SINGLE-STEP METHOD FOR ENANTIOMERIC EXCESS DETERMINATION [J].

KRUIZINGA, WH ;

BOLSTER, J ;

KELLOGG, RM ;

KAMPHUIS, J ;

BOESTEN, WHJ ;

MEIJER, EM ;

SCHOEMAKER, HE .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1826-1827

← 1 2 3 →