Abstract
The synthesis is given of oxisuran (methylsulphinyl methyl-2-pyridyl ketone) and its metabolites and derivatives, whose structures are 2-Py-CO-CH 2-SO xCH 3 ( X=0,1,2) and 2-Py-CHOR-CH 2-SO nCH 3(R=H, Me; n=0,1,2). From the results obtained in the reaction of oxisuran with different reducing agents, a new stereochemical pathway is suggested to explain the stereoselectivity observed in the reduction of β-keto-sulphoxides with DIBAL. The conformational analysis of hydroxy and methoxyderivatives is discussed in relation with that previously reported for 2-thioderivatives of 1-phenylethanol and their O-methylderivatives. The configurational assignment of diastereoisomeric sulphoxides is made on the basis of their different conformational behaviour, confirming the assignment deduced from the stereoselectivity observed in the reduction of oxisuran.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
