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

作者：Illera Diana Salazar; Suresh Surisetti; Moccia Maria; Bellini Gea; Saviano Michele; Adamo Mauro F A^*

来源：Tetrahedron Letters, 2012, 53(14): 1808-1811.

DOI：10.1016/j.tetlet.2012.01.118

• Polyfunctional scaffolds
• 4-Nitroisoxazoles
• N-heterocyclic carbenes
• Homoenolate

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 a-fluorinated diketones and keto acids.

• 出版日期2012-4-4