Studies toward the synthesis of (-)-zampanolide:: Preparation of N-acyl hemiaminal model systems

被引：40
|
作者：
Troast, DM
Porco, JA
机构：
[1] Boston Univ, Dept Chem, Metcalf Ctr Sci & Engn, Boston, MA 02215 USA
[2] Boston Univ, Ctr Streamline Synth, Metcalf Ctr Sci & Engn, Boston, MA 02215 USA
来源：
ORGANIC LETTERS | 2002年 / 4卷 / 06期
关键词：
D O I：
10.1021/ol025558l
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHICS] Synthesis of N-acyl hemiaminal model systems related to the side chain of the antitumor natural product zampanolide is reported. Key steps involve oxidative decarboxylation of N-acyl-alpha-amino acid intermediates, followed by ytterbium trif late mediated solvolysis. Evidence for stabilization of the N-acyl hemiaminal moiety in model compounds by an intramolecular hydrogen-bonding network is described.
引用
收藏
页码：991 / 994
页数：4
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