First regioselective iodocyclization of O-allylselenocarbamates

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• 作者：Dinesh R. Garud ; Masaki Makimura ; Hiromune Ando ; Hideharu Ishihara ; Mamoru Koketsu
• 关键词：Selenium ; Selenocarbamate ; Isoselenocyanate ; 1 ; 3-Oxaselenolane
• 刊名：Tetrahedron Letters
• 出版年：2007
• 出版时间：29 October 2007
• 年：2007
• 卷：48
• 期：44
• 页码：7764-7768
• 全文大小：161 K

文摘

4-Alkyl-2-imino-1,3-oxaselenolanes were prepared in good yields with high regioselectivity under mild conditions by the reaction of selenocarbamates with I₂ or NIS. The resulting 4-alkyl-2-imino-1,3-oxaselenolanes on dehydrohalogenation gave 4-alkylidene-2-imino-1,3-oxaselenolanes. The formation of the (Z)- or (E)-isomer of 4-alkylidene-2-imino-1,3-oxaselenolanes, strongly depends on the configuration of the double bond of O-allylselenocarbamates.