Stereoselective syntheses of chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones

被引：18
|
作者：
Katritzky, AR [1 ]
He, HY [1 ]
Verma, AK [1 ]
机构：
[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA
来源：
TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 09期
关键词：
D O I：
10.1016/S0957-4166(02)00220-3
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Chiral (3S,9bS)-1,2,3,9b-tetrahydro-5H-imidazo[2,1-a]isoindol-5-ones 11a-11f, 14b.14c and 17a,b were prepared in 78-93% yields with high stereoselectivities (d.e. >99%) by the intermolecular condensations of 2-formylbenzoic acids 10 or 13 or 2-acetylbenzoic acid 15 with chiral diamines 9a-9f and 9h. Compounds 9a-9f and 9h were readily prepared in three steps from optically active N-Boc-alpha-amino acids 5a-5d. (C) 2002 Elsevier Science Ltd. All rights reserved.
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收藏
页码：933 / 938
页数：6
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