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2005
Addition reactions
O 0060
Aza-Reformatsky-Type Reaction of α-Iodomethyl Ketone O-Alkyl Oximes Proby Titanium Tetraiodide. — The TiI4-promoted aza-Reformatsky type reac10- 030 moted
tion of α-iodomethyl ketone O-alkyl oximes (IV) with aldehydes gives the corresponding aza-aldol products. The reaction proceeds with aromatic, α,β-unsaturated, and primary aliphatic aldehydes to give the adduct in good to high yields, whereas secondary
aliphatic aldehydes are bad acceptors. α-Halo ketone O-alkyl oximes derived from secondary halo derivatives do not react under these conditions. — (SHIMIZU*, M.;
TOYODA, T.; Org. Biomol. Chem. 2 (2004) 20, 2891-2892; Dep. Chem. Mater., Fac.
Eng., Mie Univ., Tsu, Mie 514, Japan; Eng.) — Bartels
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