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.
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页码：2199 / 2202
页数：4
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