1,3-ASYMMETRIC INDUCTION - HIGHLY ENANTIOSELECTIVE SYNTHESIS OF ALPHA-AMINO-ACIDS VIA 2,5-TRANS DISUBSTITUTED IMIDAZOLIDIN-4-ONES

被引：17

作者：

AMOROSO, R ^{[1
]}

CARDILLO, G ^{[1
]}

TOMASINI, C ^{[1
]}

机构：

[1] UNIV BOLOGNA,CTR STUDIO FIS MACROMOLEC,DIPARTIMENTO CHIM G CIAMICIAN,I-40126 BOLOGNA,ITALY

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 17期

关键词：

D O I：

10.1016/0040-4039(91)85016-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2,5-Trans imidazolidin-4-ones have been obtained from mercury promoted cyclisation of unsaturated amidals containing a stereogenic centre. A new enantioselective synthesis of alpha-amino acids has been devised.

引用

页码：1971 / 1974

页数：4

共 12 条

[1]

AMOROSO R, 1990, TETRAHEDRON LETT, V44, P6413

[2] STUDIES ON AMINO-ACIDS AND PEPTIDES .4. 1,2,4-TRIAZINES FROM THIOACYLATED AMINO-ACID ESTERS [J].

ANDERSEN, TP ;

GHATTAS, ABAG ;

LAWESSON, SO .

TETRAHEDRON, 1983, 39 (20) :3419-3427

[3]

BARTLETT P, 1984, ASYMMETRIC SYNTHESIS, V3

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BENISHAI, D .

TETRAHEDRON, 1977, 33 (08) :881-883

[5] SYNTHESIS OF AMINOALCOHOLS VIA PERIHYDRO-1,3-OXAZIN-2-ONES AND ABSOLUTE-CONFIGURATION ASSIGNMENT THROUGH MM2 CALCULATIONS [J].

BONGINI, A ;

CARDILLO, G ;

ORENA, M ;

PORZI, G ;

SANDRI, S .

CHEMISTRY LETTERS, 1988, (01) :87-90

[6] STEREOCONTROLLED CYCLOFUNCTIONALIZATIONS OF DOUBLE-BONDS THROUGH HETEROCYCLIC INTERMEDIATES [J].

CARDILLO, G ;

ORENA, M .

TETRAHEDRON, 1990, 46 (10) :3321-3408

[7] SEQUENTIAL CHIRALITY TRANSFER IN INTRAMOLECULAR AMIDOMERCURATION REACTIONS [J].

HARDING, KE ;

HOLLINGSWORTH, DR ;

REIBENSPIES, J .

TETRAHEDRON LETTERS, 1989, 30 (36) :4775-4778

[8] STEREOSELECTIVITY IN INTRAMOLECULAR AMIDOMERCURATION - KINETIC VS THERMODYNAMIC CONTROL [J].

HARDING, KE ;

MARMAN, TH .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (15) :2838-2840

[9] APPLICATIONS OF INTRAMOLECULAR AMIDOMERCURATION .2. SYNTHESIS OF "TRANS-5-HYDROXY-2-PROPYLPIPERIDINE, (+/-)-PSEUDOCONHYDRINE [J].

HARDING, KE ;

BURKS, SR .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (01) :40-44

[10] STEREOCONTROLLED SYNTHESIS OF CIS-2,5-DISUBSTITUTED TETRAHYDROFURANS AND CIS-LINALYL AND TRANS-LINALYL OXIDES [J].

RYCHNOVSKY, SD ;

BARTLETT, PA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (13) :3963-3964

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