TMG catalyzed cyclopropanation of cyclopentenone. Illustration by a simple synthesis of bicyclo[3.1.0]hexane-2-one derivatives

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• 作者：Fuyao Zhang ; Eric D. Moher ; Tony Y. Zhang
• 刊名：Tetrahedron Letters
• 出版年：2007
• 出版时间：30 April 2007
• 年：2007
• 卷：48
• 期：18
• 页码：3277-3279
• 全文大小：122 K

文摘

The catalytic preparation of bicyclo[3.1.0]hexane-2-one-6-carboxylic acid ethyl ester 1 is described by cyclopropanation of cyclopentenone using 1,1,3,3-tetramethylguanidine (TMG) as a catalyst in high yield and high diastereoselectivity. This process has been applied to an efficient synthesis of the important intermediate, β-hydroxyl cyclopentanone 2.