N-heterocyclic carbene catalysed homoenolate addition to 3-methyl-4-nitro-5-styrylisoxazoles

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• 作者：Diana Salazar Illera^a ; Surisetti Suresh^a ; Maria Moccia^a ; Gea Bellini^a ; Michele Saviano^b ; Mauro F.A. Adamo^a ; ^{madamo@rcsi.ie}
• 关键词：Polyfunctional scaffolds ; 4-Nitroisoxazoles ; N-heterocyclic carbenes ; Homoenolate
• 刊名：Tetrahedron Letters
• 出版年：2012
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：4 April, 2012
• 卷：53
• 期：14
• 页码：1808-1811
• 文件大小：307 K

摘要

We describe the development of an N-heterocyclic carbene catalysed homoenolate addition to 4-nitro-5-styrylisoxazoles to give substituted cyclopentanones with a unique substitution pattern and as single diastereoisomers. The synthetic utility of the cyclopentanones obtained was briefly explored through their conversion into 伪-fluorinated diketones and keto acids.