80225-02-1Relevant academic research and scientific papers
A Mild and convenient synthesis of 4-tosyl-4,5-dihydrooxazoles
Companyo, Xavier,Moyano, Albert,Rios, Ramon
experimental part, p. 293 - 296 (2010/04/23)
A facile and mild synthesis of 4-tosyl-4,5-dihydrooxazoles is described. The reaction between tosyl methyl isocyanide (TosMIC) and cinnamic or aromatic aldehydes is catalyzed by triethylamine, affording trans-5-styryl- or 5-aryl-4-tosyl-4,5-dihydrooxazole
The Asymmetric Aldol Reaction of Tosylmethyl Isocyanide and Aldehydes Catalyzed by Chiral Silver(I) Complexes
Sawamura, Masaya,Hamashima, Hitoshi,Ito, Yoshihiko
, p. 5935 - 5936 (2007/10/02)
The asymmetric aldol reaction of tosylmethyl isocyanide and aldehydes in the presence of 1 mol percent of chiral silver(I) catalysts gave optically active 5-alkyl-4-tosyl-2-oxazolines (up to 86percent ee), which were converted to optically active α-alkyl-β-(N-methylamino)ethanols by LiAlH4 reduction.
Synthesis of 2,5-Disubstituted Oxazoles from Aldehydes and N-(Tosylmethyl)imino Synthons. Application to the Synthesis of Pimprinine Analogues
Houwing, Hendrik A.,Wildeman, Jurjen,van Leusen, Albert M.
, p. 1133 - 1139 (2007/10/02)
A series of N-(tosylmethyl)imino compounds has been applied to a new base induced, one-operational synthesis of 2,5-disubstituted oxazoles from aromatic aldehydes.For substituent A of the imino compounds, which becomes the 2-substituent in the oxazoles, has been chosen methoxy, methyl and phenyl.The new method has been used also to synthesize seven pimprinine analogues, i.e., 5-(3-indolyl)oxazoles.
