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.

SUBMITTER: Schmitt DC 

PROVIDER: S-EPMC3184321 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature