Synthesis of 3-aminochroman derivatives by radical cyclization

被引:26
|
作者
Pavé, G
Usse-Versluys, S
Viaud-Massuard, MC
Guillaumet, G
机构
[1] Univ Orleans, Inst Chim Organ & Analyt, CNRS, UMR 6005, F-45067 Orleans 2, France
[2] Univ Tours, UFR Sci Pharmaceut, Grp Rech Chimie Heterocyclique & Therapeut, EA 3247, F-37200 Tours, France
关键词
D O I
10.1021/ol0353215
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantiomerically pure 5-acetyl-3-amino-3,4-dihydro-2H-1-benzopyran and methyl 3-amino-3,4-dihydro-2H-1-benzopyran-5-carboxylate were successfully synthesized starting from D- or L-serine. The formation of the benzopyran ring involved a radical cyclization step. The enantiomeric purities of the final aminochroman derivatives were determined by capillary electrophoresis using beta-cyclodextrins as a chiral selector.
引用
收藏
页码:4253 / 4256
页数:4
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