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Mild Organocatalytic α-Methylenation of Aldehydes^†

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Anniina Erkkilä and Petri M. Pihko*

Laboratory of Organic Chemistry, Helsinki University of Technology, P.O.B. 6100, FI-02015 TKK, Finland petri.pihko@tkk.fi

J. Org. Chem., 2006, 71 (6), pp 2538–2541

DOI: 10.1021/jo052529q

Publication Date (Web): February 23, 2006

†

Dedicated to the memory of Professor Hans Krieger (1929−2005).

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

Abstract

A rapid and extremely convenient method for α-methylenation of aldehydes with aqueous formaldehyde is described. Two optimal catalytic systems are presented that allow short reaction times and afford the functionalized products in good to excellent yields (up to 99%) and chemoselectivity.

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Published In Issue March 17, 2006
Received December 8, 2005

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Mild Organocatalytic α-Methylenation of Aldehydes^†