Synthesis of Chiral Selenazolines from N-Acyloxazolidinones via a Selenative Rearrangement of Chiral Cyclic Skeletons

被引:22
作者
Shibahara, Fumitoshi [1 ]
Fukunaga, Tomoki [1 ]
Kubota, Saki [1 ]
Yoshida, Akihito [1 ]
Murai, Toshiaki [1 ]
机构
[1] Gifu Univ, Fac Engn, Dept Chem & Biomol Sci, Gifu 5011193, Japan
关键词
THIAZOLINE LIGANDS; NATURAL-PRODUCTS; SELENIUM; OXAZOLINES; SULFUR;
D O I
10.1021/acs.orglett.8b02520
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthetic route to chiral selenazolines from readily available N-acyloxazolidinones via a selenative rearrangement of a chiral cyclic skeleton is reported. The reaction proceeds in the presence of elemental selenium, a hydrochlorosilane, and an amine. Although the stability of the obtained selenazoline products is relatively low, a wide range of selenazolines was successfully prepared.
引用
收藏
页码:5826 / 5830
页数:5
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