Asymmetric synthesis of β-amino acid scaffolds

被引：25

作者：

Bull, SD ^{[1
]}

Davies, SG ^{[1
]}

Smith, AD ^{[1
]}

机构：

[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / Royal Society of Chemistry卷 / 22期

关键词：

D O I：

10.1039/b107440g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Addition of two or three equivalents of lithium (S)-N-benzyl-N-alpha -methylbenzylamide to conjugate acceptors containing two or three alpha,beta -unsaturated ester fragments respectively and subsequent hydrogenolytic deprotection a ord homochiral bis- or tris-beta -amino esters containing two or three new stereogenic centres in high de and ee.

引用

页码：2931 / 2938

页数：8

共 48 条

[1] A stereoselective synthesis of bis-β-amino acids [J].

Adamczyk, M ;

Reddy, RE .

TETRAHEDRON-ASYMMETRY, 1998, 9 (22) :3919-3921

[2] CHIRAL, BISFUNCTIONALIZATION OF SUBSTRATES - A POWERFUL STRATEGY FOR THE ASYMMETRIC-SYNTHESIS OF C2 SYMMETRIAL COMPOUNDS AND ITS APPLICATION TO THE SYNTHESIS OF ENANTIOMERICALLY PURE TRANS-1,3-DITHIANE 1,3-DIOXIDE [J].

AGGARWAL, VK ;

EVANS, G ;

MOYA, E ;

DOWDEN, J .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (24) :6390-6391

[3] Residue-based control of helix shape in beta-peptide oligomers [J].

Appella, DH ;

Christianson, LA ;

Klein, DA ;

Powell, DR ;

Huang, XL ;

Barchi, JJ ;

Gellman, SH .

NATURE, 1997, 387 (6631) :381-384

[4] Asymmetric synthesis of N-protected syn and anti (E)-3-amino-2-hydroxy-4-hexenoate:: A practical method for the C-α epimerization of anti β-amino-α-hydroxy acids [J].

Brackenridge, I ;

Davies, SG ;

Fenwick, DR ;

Ichihara, O ;

Polywka, MEC .

TETRAHEDRON, 1999, 55 (02) :533-540

[5] KINETIC RESOLUTION STRATEGIES .1. ENHANCED PRODUCT ENANTIOMERIC EXCESSES AND YIELDS IN SHARPLESS EPOXIDATIONS [J].

BROWN, SM ;

DAVIES, SG ;

DESOUSA, JAA .

TETRAHEDRON-ASYMMETRY, 1991, 2 (07) :511-514

[6] AN EXPEDITIOUS ASYMMETRIC-SYNTHESIS OF ALLOPHENYLNORSTATINE [J].

BUNNAGE, ME ;

DAVIES, SG ;

GOODWIN, CJ ;

ICHIHARA, O .

TETRAHEDRON, 1994, 50 (13) :3975-3986

[7]

CARDILLO G, 1996, CHEM SOC REV, P117

[8]

COLE DC, 1994, TETRAHEDRON, V50, P9517

[9]

COSTELLO JF, 1994, TETRAHEDRON-ASYMMETR, V5, P3919

[10] 2-ARALKYNYL AND 2-HETEROALKYNYL DERIVATIVES OF ADENOSINE-5'-N-ETHYLURONAMIDE AS SELECTIVE A(2A) ADENOSINE RECEPTOR AGONISTS [J].

CRISTALLI, G ;

CAMAIONI, E ;

VITTORI, S ;

VOLPINI, R ;

BOREA, PA ;

CONTI, A ;

DIONISOTTI, S ;

ONGINI, E ;

MONOPOLI, A .

JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (09) :1462-1472

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