A highly diastereoselective synthesis of 3-substituted isoindolin-1-one derivatives

被引:43
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; diastereocontrol; transition states; nitrogen heterocycles;
D O I
10.1016/S0040-4039(98)80042-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly diastereoselective method for the synthesis of 3-substituted isoindolin-1-ones has been developed through application of a tricyclic lactam substrate as an N-acyliminium ion precursor. Ring-opening of the tricyclic lactam with triethylsilane as hydride source generates the targets with up to exclusive levels of diastereoselectivity. This approach compliments that reported in the preceding paper. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
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页码:143 / 146
页数:4
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