Synthesis of chiral cyclic nitrones via a nitrosoketene intermediate and their use for the complete EPC synthesis of nonproteinogenic amino acids

被引：45
|
作者：
Katagiri, N
Okada, M
Kaneko, C
机构：
[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 98077,JAPAN
[2] YAMANOUCHI PHARMACEUT CO LTD,TSUKUBA RES LABS,TSUKUBA,IBARAKI 305,JAPAN
来源：
TETRAHEDRON LETTERS | 1996年 / 37卷 / 11期
关键词：
D O I：
10.1016/0040-4039(96)00122-0
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
New cyclic chiral nitrones constituting tw diastereomers were synthesized by the reaction of isonitroso Meldrum's acid with l-menthone via a nitrosoketene intermediate. Both nitrones reacted with allyltrimethylsilane diastereoselectively to give the corresponding isoxazolidine derivatives as sole products, which were converted to (S)- and (R)- allylglycines in ca. 100% ee, respectively.
引用
收藏
页码：1801 / 1804
页数：4
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