One-Pot Synthesis of α-Siloxy Esters Using a Silylated Masked Acyl Cyanide
Hisao Nemoto*, Rujian Ma, Tomoyuki Kawamura, Kenji Yatsuzuka, Masaki Kamiya, Masayuki Shibuya
*Division of Pharmaceutical Chemistry, Institute of Health
Biosciences, Graduate School of the University of Tokushima, 1-78 Sho-machi,
Tokushima 770-8505, Japan, Email: nem
ph.tokushima-u.ac.jp
H. Nemoto, R. Ma, T. Kawamura, K. Yatsuzuka, M. Kamiya, M. Shibuya, Synthesis, 2008, 3819-3827.
DOI: 10.1055/s-0028-1083219
Abstract
Use of a masked acyl cyanide (MAC) reagent bearing a tert-butyldimethylsilyl group allows the synthesis of α-siloxy esters via a one-pot reaction with various aldehydes and alcohols.
see article for more examples
H. Nemoto, T. Kawamura, K. Kitasaki, K. Yatsuzuka, M. Kamiya, Y. Yoshioka, Synthesis, 2009, 1694-1702.
Direct One-Pot Synthesis of α-Siloxy-Weinreb Amides from Aldehydes
H. Nemoto, R. Ma, H. Moriguchi, T. Kawamura, M. Kamiya, M. Shibuya, J. Org. Chem., 2007, 72, 9850-9853.
Key Words
acyl anion equivalents, masked acyl cyanide, α-hydroxy esters, multicomponent reactions, intramolecular migration
ID: J66-Y2008-3650
