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

页码：1599 / 1602

页数：4