Chemoselective reduction of pyrimidines. An access to enantiopure tetrahydropyrimidinones

被引：6
|
作者：
Agami, C [1 ]
Dechoux, L [1 ]
Melaimi, M [1 ]
机构：
[1] Univ Paris 06, UMR 7611, Lab Synthese Asymetr, F-75005 Paris, France
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 49期
关键词：
1,3-diamines; tetrahydropyrimidinones; chemoselective reduction; pyrimidines;
D O I：
10.1016/S0040-4039(01)01875-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A synthesis of substituted 1,3-tetrahydropyrimidinones 8 starting from homochiral synthon 2 is described. Chemoselective reduction of pyrimidines 4 using BH3-THF provides an access to regioselective N-protected tetrahydropyrimidinones 8. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8629 / 8631
页数：3
相关论文
共 50 条
  • [1] Simple access to novel azetidine-containing conformationally restricted amino acids by chemoselective reduction of β-lactams
    Gerona-Navarro, G
    Bonache, MA
    Alías, M
    de Vega, MJP
    García-López, MT
    López, P
    Cativiela, C
    González-Muñiz, R
    TETRAHEDRON LETTERS, 2004, 45 (10) : 2193 - 2196
  • [2] Fused pyrimidines.: Part II:: Synthesis and antimicrobial activity of some furo[3,2-e]imidazo[1,2-c]pyrimidines and furo[2,3-d]pyrimidines
    Bhuiyan, MMH
    Rahman, KMM
    Hossain, MK
    Rahim, MA
    Hossain, MI
    CROATICA CHEMICA ACTA, 2005, 78 (04) : 633 - 636
  • [3] Substituent effects on scalar J(13C, 13C) couplings in pyrimidines.: An experimental and DFT study
    de Kowalewski, DG
    Díez, E
    Esteban, AL
    Barone, V
    Peralta, JE
    Contreras, RH
    MAGNETIC RESONANCE IN CHEMISTRY, 2004, 42 (11) : 938 - 943
  • [4] Chemoselective reduction of ketones: trifluoromethylketones versus methylketones
    Sasaki, S
    Yamauchi, T
    Kubo, H
    Kanai, M
    Ishii, A
    Higashiyama, K
    TETRAHEDRON LETTERS, 2005, 46 (09) : 1497 - 1500
  • [5] The efficient chemoselective reduction of azides to primary amines
    Boruah, A
    Baruah, M
    Prajapati, D
    Sandhu, JS
    SYNLETT, 1997, (11) : 1253 - &
  • [6] Bakers' yeast mediated chemoselective reduction of azidoarenes
    Baruah, M
    Boruah, A
    Prajapati, D
    Sandhu, JS
    SYNLETT, 1996, (12) : 1193 - &
  • [7] An Efficient Chemoselective Reduction of Furan Series Unsaturated Dinitriles
    Bobal, Pavel
    Bobalova, Janette
    MOLECULES, 2013, 18 (02) : 2212 - 2221
  • [8] Chemoselective reduction model of aliphatic esters with sodium borohydride
    Lue Xiao-Jie
    Jiang Ju-Xing
    Ren Jie
    Zhu Hua-Jie
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2008, 29 (03): : 537 - 541
  • [9] Efficient access to polysubstituted amidines, benzimidazoles and pyrimidines from amides
    Wang, Jing
    He, Zhenxing
    Chen, Xiaopeng
    Song, Wangze
    Lu, Ping
    Wang, Yanguang
    TETRAHEDRON, 2010, 66 (06) : 1208 - 1214
  • [10] Chemoselective reduction of β-butyltellanyl α,β-unsaturated carbonyl compounds to allylic alcohols
    Dos Santos, AA
    Castelani, P
    Bassora, BK
    Fogo, JC
    Costa, CE
    Comasseto, JV
    TETRAHEDRON, 2005, 61 (38) : 9173 - 9179
12345