jo052085y_si_005.pdf (1.41 MB)
Download fileAcetyltrimethylsilane: A Novel Reagent for the Transformation of 2H-Pyran-2-ones to Unsymmetrical Biaryls†
journal contribution
posted on 2006-01-20, 00:00 authored by Atul Goel, Deepti Verma, Manish Dixit, Resmi Raghunandan, P. R. MaulikAn expeditious synthesis of unsymmetrical biaryls functionalized with electron-withdrawing or -donating substituents
is described and illustrated by carbanion-induced ring
transformation of 2H-pyran-2-one using acetyltrimethylsilane
(ATMS) as a novel reagent in good yield. The novelty of
the reaction lies in the creation of an aromatic ring from
2H-pyran-2-ones via two-carbon insertion from ATMS used
as a source of carbanion.