Organocatalytic enantioselective formal synthesis of HRV 3C-protease inhibitor (1R,3S)-thysanone

被引：32
|
作者：
Sawant, Rajiv T. [1 ]
Waghmode, Suresh B. [1 ]
机构：
[1] Univ Pune, Dept Chem, Pune 411007, Maharashtra, India
来源：
TETRAHEDRON | 2009年 / 65卷 / 08期
关键词：
Asymmetric alpha-aminooxylation; Praline; Pyranonaphthoquinones; Thysanone; Oxa-Pictet-Spengler cyclization; ASYMMETRIC ALPHA-AMINOXYLATION; DEOXY ANALOGS; THYSANONE; STEREOCHEMISTRY; AMINOOXYLATION; ALDEHYDES; 1,2-DIOLS;
D O I：
10.1016/j.tet.2008.12.060
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A short and efficient organocatalytic enantioselective formal synthesis of HRV 3C-protease inhibitor (1R,3S)-thysanone is achieved in a nine-step with 98.7% enantiomeric excess, by employing L-proline-catalyzed asymmetric of alpha-aminooxylation of aldehyde and Oxa-Pictet-Spengler cyclization as the key steps. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1599 / 1602
页数：4
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