A new approach to the synthesis of non-racemic isoindolin-1-one derivatives

被引:34
作者
Allin, SM
Northfield, CJ
Page, MI [1 ]
Slawin, AMZ
机构
[1] Loughborough Univ Technol, Dept Chem, Loughborough LE11 3TU, Leics, England
[2] Univ Huddersfield, Dept Chem & Biol Sci, Huddersfield HD1 3DH, W Yorkshire, England
关键词
amino alcohols; aminals; stereocontrol; transition states; nitrogen heterocycles;
D O I
10.1016/S0040-4039(98)80041-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new approach for the synthesis of non-racemic 3-substituted isoindolin-1-one targets has been developed through application of a tricyclic gamma-lactam substrate as an N-acyliminium ion precursor. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:141 / 142
页数:2
相关论文
共 9 条
[1]   A highly diastereoselective synthesis of tricyclic lactams and their application as novel N-acyl iminium ion precursors in the synthesis of isoindolinone derivatives. [J].
Allin, SM ;
Northfield, CJ ;
Page, MI ;
Slawin, AMZ .
TETRAHEDRON LETTERS, 1997, 38 (20) :3627-3630
[2]   SYNTHESIS AND STRUCTURAL STUDY OF NEW SATURATED ISOINDOL-1-ONE DERIVATIVES [J].
CSENDE, F ;
SZABO, Z ;
STAJER, G .
HETEROCYCLES, 1993, 36 (08) :1809-1821
[3]   TOWARD IMPROVED ANTI-HIV CHEMOTHERAPY - THERAPEUTIC STRATEGIES FOR INTERVENTION WITH HIV-INFECTIONS [J].
DECLERCQ, E .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (14) :2491-2517
[4]  
Epsztajn J, 1996, SYNTHESIS-STUTTGART, P1212
[5]   Chemoselective debenzylation involving removal of a 2-hydroxy-1-phenylethyl group from nitrogen [J].
Fains, O ;
Vernon, JM .
TETRAHEDRON LETTERS, 1997, 38 (47) :8265-8266
[6]  
MARCHALIN S, 1995, HETEROCYCLES, V41, P689
[7]   A SIMPLE ASYMMETRIC-SYNTHESIS OF 2-SUBSTITUTED PYRROLIDINES FROM 3-ACYLPROPIONIC ACIDS [J].
MEYERS, AI ;
BURGESS, LE .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) :2294-2296
[8]   Application of the phthalimidine synthesis with use of 1,2,3-1H-benzotriazole and 2-mercaptoethanol as dual synthetic auxiliaries .1. A simple synthesis of (+/-)-indoprofen [J].
Takahashi, I ;
Hirano, E ;
Kawakami, T ;
Kitajima, H .
HETEROCYCLES, 1996, 43 (11) :2343-2346
[9]   Isoindol-1-one analogues of 4-(2′-methoxyphenyl)-1-[2′-[N-(2"-pyridyl)-p-iodobenzamido]ethyl]piperazine (p-MPPI) as 5-HT1A receptor ligands [J].
Zhuang, ZP ;
Kung, MP ;
Mu, M ;
Kung, HF .
JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (02) :157-166