Synthesis of unsaturated β-amino acid derivatives from carbamates of the Baylis-Hillman products

被引：56

作者：

Ciclosi, M

Fava, C

Galeazzi, R

Orena, M

Sepulveda-Arques, J

机构：

[1] Univ Ancona, Dipartimento Sci Mat & Terra, I-60131 Ancona, Italy

[2] Univ Valencia, Fac Pharm, Dept Organ Chem, Valencia 46100, Spain

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(02)00233-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By treatment with a catalytic amount of DBU in DCM, N-p-toluenesulphonyl carbamates 6a-c, prepared starting from the corresponding Baylis-Hillman adducts, gave (E)-2-(p-toluenesulphonylaminomethyl)propenoates 3a-c, exclusively, On the contrary, changing DABCO for DBU, 2-methylene-3-p-totuenesulfonylamino esters 4a-f were obtained in good yield starting from N-p-toluenesulphonyl carbamates 6a f. In analogy, N-acyl carbamates 9a-f were treated with DABCO in DCM to give the 2-methylene-3-acylamino esters 5a-f. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：2199 / 2202

页数：4