Regio- and stereoselective cycloadditions of cyclic nitrones to maleic diamide forced in a peptide: Synthesis of potent ligands of human NK-2 receptor

被引：6

作者：

Valenza, S

Cordero, FM

Brandi, A

Guidi, A

Altamura, M

Giolitti, A

Giuntini, F

Pasqui, F

Renzetti, AR

Maggi, CA

机构：

[1] Univ Florence, Dipartimento Chim Organ U Schiff, I-50121 Florence, Italy

[2] Univ Florence, CNR, Ctr Composite Eterocicl, I-50121 Florence, Italy

[3] Menarini Ric SpA, I-50131 Florence, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 13期

关键词：

D O I：

10.1021/jo0000022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regioselectivity and the stereoselectivity induced by relatively small peptidomimetic maleic diamide 1 in cycloaddition reactions with cyclic nitrones 2-5 was studied. The high regio- and stereoselectivity observed, sensibly increased by nonpolar solvents, was the effect of a double-asymmetric induction produced by the nitrone substituent on the pseudopeptidic tether. A new class of potent human tachykinin NK-2 receptor ligands was synthesized.

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页码：4003 / 4008

页数：6

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