One-Portion Synthesis of 2-Acetoxy Carbonyl Compounds from Aldehydes by Using an Acetylated Masked Acyl Cyanide
Hisao Nemoto*, Tomoyuki Kawamura, Kyoko Kitasaki, Kenji Yatsuzuka, Masaki Kamiya, Yasuko Yoshioka
*Division of Pharmaceutical Chemistry, Institute of Health Biosciences, Graduate School of the University of Tokushima, 1-78 Sho-machi, Tokushima 770-8505, Japan, Email: nemph.tokushima-u.ac.jp
H. Nemoto, T. Kawamura, K. Kitasaki, K. Yatsuzuka, M. Kamiya, Y. Yoshioka, Synthesis, 2009, 1694-1702.
DOI: 10.1055/s-0028-1088044
see article for more reactions
Abstract
α-Acetoxy esters or amides were synthesized directly and in one portion from aldehydes and alcohols or amines by one-carbon homologation using a masked acyl cyanide reagent bearing an acetyl group.
see article for more examples
One-Pot Synthesis of α-Siloxy Esters Using a Silylated Masked Acyl Cyanide
H. Nemoto, R. Ma, T. Kawamura, K. Yatsuzuka, M. Kamiya, M. Shibuya, Synthesis, 2008, 3819-3827.
Key Words
masked acyl cyanide, multicomponent reactions, 2-acetoxy esters, 2-acetoxy amides, umpolung
ID: J66-Y2009-1600