A new synthetic route to highly enantioenriched 3-substituted-2,3-dihydro-1H-isoindol-1-ones

被引:41
作者
Deniau, E
Enders, D
Couture, A
Grandclaudon, P
机构
[1] Univ Sci & Technol Lille, UMR 8009, Chim Organ Phys Lab, F-59665 Villeneuve Dascq, France
[2] Rhein Westfal TH, Inst Organ Chem, D-52074 Aachen, Germany
关键词
D O I
10.1016/S0957-4166(03)00409-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A concise and efficient synthesis of highly enantioenriched 3-alkyl and 3-aryl-2,3-dihydro-1H-isoindolin ones is reported. The key step relies on the diastereoselective reduction of the N-acylhydrazonium salts generated by acidic treatment of hemiaminal precursors bearing the (S)-2-methoxymethylpyrrolidin-1-yl (SMP) auxiliary. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2253 / 2258
页数:6
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