Combining two-directional synthesis and tandem reactions, part 8: A novel condensation Michael addition cycloaddition fragmentation lactamisation cascade

被引：11
|
作者：
Sinclair, Alex
Arini, Louise G.
Rejzek, Martin
Szeto, Peter
Stockman, Robert A. [1 ]
机构：
[1] Univ E Anglia, Sch Chem Sci & Pharm, Norwich NR4 7TJ, Norfolk, England
[2] GlaxoSmithKline, Stevenage SG1 2NY, Herts, England
来源：
SYNLETT | 2006年 / 14期
关键词：
two-directional; elimination; isooxazolidine; ketolactam; desymmetrisation;
D O I：
10.1055/s-2006-949634
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A tandem oxime formation/Michael addition/1,4-prototopic shift/[3+2]-cycloaddition of an acyclic symmetrical precursor results in a tricyclic isooxazolidine which then undergoes a further fragmentation/lactamisation cascade to generate a non-symmetrical tricyclic a-ketolactam as a single diastereomer.
引用
收藏
页码：2321 / 2324
页数：4
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