Synlett 2012(2): 239-242
DOI: 10.1055/s-0031-1290121
DOI: 10.1055/s-0031-1290121
LETTER
© Georg Thieme Verlag
Stuttgart ˙ New Yorkα-Formylation of α-Substituted Ketones
Further Information
Received
1 November 2011
Publication Date:
22 December 2011 (eFirst)
Publication History
Publication Date:
22 December 2011 (eFirst)

Abstract
The reaction of (chloromethylene)dimethylammonium chloride (generated in situ from oxalyl chloride and DMF) with α-substituted ketones in CH2Cl2, followed by workup with aqueous NaHCO3, gave β-keto aldehydes containing an α-quaternary centre (8-88% yield).
Key words
aldehydes - enols - hydrolysis - ketones - tautomerism