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Acetyltrimethylsilane: A Novel Reagent for the Transformation of 2H-pyran-2-ones to Unsymmetrical Biaryls

Atul Goel, Deepti Verma, Manish Dixit, Resmi Raghunandan, P R Maulik

J Org Chem. 2006 Jan 20;71(2):804-7.

PMID: 16408998

Abstract:

[reaction: see text] An 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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP13411488 Acetyltrimethylsilane Acetyltrimethylsilane 13411-48-8 Price
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