Fluorous synthesis of biaryl-substituted proline analogs by 1,3-dipolar cycloaddition and Suzuki coupling reactions
2005; Elsevier BV; Volume: 46; Issue: 11 Linguagem: Inglês
10.1016/j.tetlet.2005.01.117
ISSN1873-3581
AutoresWei Zhang, Christine Hiu‐Tung Chen,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoA solution-phase synthesis of bicyclic prolines containing four points of diversity has been developed by a two-step synthesis involving 1,3-dipolar cycloaddition of perfluoroalkylsulfonyl-protected hydroxybenzaldehydes followed by Pd-catalyzed Suzuki coupling reaction of fluorous sulfonates with boronic acids. Both reactions are conducted under microwave irradiation and reaction mixtures are purified by solid-phase extractions without performing chromatography.
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