Asymmetric Conjugate Addition of Grignard Reagents to Pyranones

详细信息    查看全文

• 作者：Bin Mao ; Mart铆n Fa帽an谩s-Mastral ; Ben L. Feringa
• 刊名：Organic Letters
• 出版年：2013
• 出版时间：January 18, 2013
• 年：2013
• 卷：15
• 期：2
• 页码：286-289
• 全文大小：276K
• 年卷期：v.15,no.2(January 18, 2013)
• ISSN：1523-7052

文摘

An efficient enantioselective synthesis of lactones was developed based on the catalytic asymmetric conjugate addition (ACA) of alkyl Grignard reagents to pyranones. The use of 2H-pyran-2-one for the first time in the ACA with Grignard reagents allows for a variety of further transformations to access highly versatile building blocks such as 尾-alkyl substituted aldehydes or 尾-bromo-纬-alkyl substituted alcohols with excellent regio- and stereoselectivity.