title: Three-component coupling approach to trachyspic acid.
abstract: Three-component coupling of the lithium enolate of t-BuOAc, silyl glyoxylate, and an α,β-unsaturated ketone enables the rapid construction of the trachyspic acid carbon skeleton. A 3,4-disubstituted isoxazole is utilized to mask the C7/C9 dicarbonyl. New enolsilane/nitrile-oxide cycloadditions enable the preparation of various 3,4-disubstituted isoxazoles that are challenging to access by other means.
authors: Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
authors: Daniel C
authors: DC
authors: Schmitt
authors: Leighann
authors: L
authors: Lam
authors: Jeffrey S
authors: JS
authors: Johnson
mesh_terms: D007555:Isoxazoles / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry; D010087:Oxides / Q000737:chemistry; D013141:Spiro Compounds / Q000737:chemistry*
chemical_list: D007555:Isoxazoles; D009570:Nitriles; D010087:Oxides; D013141:Spiro Compounds; C094346:trachyspic acid