Mechanistic study of the ring-size modulation in Michael-Dieckmann type reactions of 2-acylaminoacrylates with ketene diethyl acetal

被引：8

作者：

Avenoza, Alberto ^{[1
]}

Busto, Jesus H.

Canal, Noelia

Garcia, Jose I.

Jimenez-Oses, Gonzalo

Peregrina, Jesus M.

Perez-Fernandez, Marta

机构：

[1] Univ La Rioja, Dept Quim, Grp Sintesis Quim La Rioja, UA CSIC, E-26006 Logrono, Spain

[2] Univ Zaragoza, CSIC, Inst Ciencia Mat Aragon, Dept Quim Organ, E-50009 Zaragoza, Spain

来源：

NEW JOURNAL OF CHEMISTRY | 2007年 / 31卷 / 02期

关键词：

D O I：

10.1039/b615220a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An unexpected modulation of the chemoselectivity in the Michael-Dieckmann type reactions of 2-acylaminoacrylates with ketene diethyl acetal is observed, depending on the nature of the acylamino group. Experimental and theoretical studies are presented to offer insights into the origin of this substituent effect in terms of a polar stepwise mechanism.

引用

页码：224 / 229

页数：6

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