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

Authors :
Michele Saviano
Diana Salazar Illera
Maria Moccia
Mauro F. A. Adamo
Surisetti Suresh
Gea Bellini
Source :
Tetrahedron letters 53 (2012): 1808–1811. doi:10.1016/j.tetlet.2012.01.118, info:cnr-pdr/source/autori:Illera DS, Suresh S, Moccia M, Bellini G, Saviano M, Adamo MFA/titolo:N-heterocyclic carbene catalysed homoenolate addition to 3-methyl-4-nitro-5-styrylisoxazoles/doi:10.1016%2Fj.tetlet.2012.01.118/rivista:Tetrahedron letters/anno:2012/pagina_da:1808/pagina_a:1811/intervallo_pagine:1808–1811/volume:53
Publication Year :
2012
Publisher :
Elsevier BV, 2012.

Abstract

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 α-fluorinated diketones and keto acids.

Details

ISSN :
00404039
Volume :
53
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi.dedup.....c394efc8d4a155078890484a5d22ecb6
Full Text :
https://doi.org/10.1016/j.tetlet.2012.01.118