Progress towards the total synthesis of trichodermamides A and B:: Construction of the oxazine ring moiety

被引:25
|
作者
Wan, Xiaobo [1 ]
Doridot, Gabriel [1 ]
Joullie, Madeleine M. [1 ]
机构
[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
关键词
D O I
10.1021/ol062993x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Trichodermamides are modified heterocyclic dipeptides that possess a unique 4H-5,6-dihydro-1,2-oxazine ring. Starting from affordable, easily available (-)-quinic acid, the enantioselective synthesis of this oxazine moiety was achieved by an intramolecular epoxide ring-opening reaction by an oxime.
引用
收藏
页码:977 / 980
页数:4
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