Ring-Opening 1,3-Halochalcogenation of Cyclopropane Dicarboxylates

详细信息    查看全文

• 作者：Jan Wallbaum ; Lennart K. B. Garve ; Peter G. Jones ; Daniel B. Werz
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：19
• 期：1
• 页码：98-101
• 全文大小：416K
• ISSN：1523-7052

文摘

Donor–acceptor cyclopropanes with two geminal carboxylic esters are reacted with chalcogenyl chlorides and bromides to afford ring-opened products bearing the halogen atoms in the 1-position, adjacent to the donor, and the chalcogenyl residue in the 3-position next to the two acceptor groups. A variety of different donors (e.g., aryl, N, and O) are used. The stereospecificity of the reaction is demonstrated by using a chiral starting material.