The reactivity of 3-methyl-4-nitro-5-styrylisoxazole with some bis-enolisable ketones

被引：45

作者：

Adamo, MFA

Chimichi, S

De Sio, F

Donati, D

Sarti-Fantoni, P

机构：

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

[2] Univ Florence, Dipartimento Chim Organ U Schiff, I-50019 Sesto Fiorentino, Italy

[3] Univ Siena, Dipartimento Chim, I-53100 Siena, Italy

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 23期

关键词：

diastereoselective reaction; Michael addition; spiroisoxazolines;

D O I：

10.1016/S0040-4039(02)00765-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The expected Michael adducts and spiroisoxazolines are obtained from the reaction between 3-methyl-4-nitro-5-styrylisoxazole and bis-enolisable ketones. Contrary to reported data, Michael adducts are obtained in good yields only when a substoichiometric amount of base is used, whereas spiroisoxazolines were obtained as the major product when the base is present in a large excess. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：4157 / 4160

页数：4

共 23 条

[1] Structural determinants of AMPA agonist activity in analogues of 2-amino-3-(3-carboxy-5-methyl-4-isoxazolyl)propionic acid: Synthesis and pharmacology [J].