155996-76-2Relevant academic research and scientific papers
Enantioselective Synthesis of 2-Sulfenylated Aldehydes: Alkylation of Sulfenylated Acetaldehyde SAMP-Hydrazones
Enders, Dieter,Schaefer, Thomas,Piva, Olivier,Zamponi, Andrea
, p. 3349 - 3362 (2007/10/02)
A practical and efficient enantioselective synthesis of 2-sulfenylated aldehydes (S)-6 is described, based on the α-alkylation of sulfenylated acetaldehyde SAMP hydrazones (S)-4, easily prepared from bromoacetaldehyde diethylacetal 1, thiols and (S)-1-amino-2-methoxymethyl-pyrrolidine (SAMP).A chemoselective oxidative cleavage of the intermediate SAMP hydrazones (S,S)-5 with ozone gives rise to the title compounds (S)-6 in good overall yields and high enantiomeric excess of up to 97percent.
