N-Heterocyclic Carbene-Initiated -Acylvinyl Anion Reactivity: Additions of 详细信息    查看全文

• 作者：Troy E. Reynolds ; Charlotte A. Stern ; Karl A. Scheidt
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：June 21, 2007
• 年：2007
• 卷：9
• 期：13
• 页码：2581 - 2584
• 全文大小：108K
• 年卷期：v.9,no.13(June 21, 2007)
• ISSN：1523-7052

文摘

Highly substituted ,-unsaturated ketones are prepared by the N-heterocyclic carbene-initiated addition of -hydroxypropargylsilanes toaldehydes. This strategy serves as a highly efficient alternative to the standard Morita-Baylis-Hillman (MBH) approaches for these types ofcompounds. In contrast to the MBH reaction, different substitution in the -position of the product (R¹) can be accommodated in moderateto excellent yields with a high degree of control over the resulting alkene.