Abstract
Oxidation of 1,4-oxathiin derivatives 10–16 affords the corresponding sulfoxides 17–26 in high yield and good stereoselectivity. The oxathiin- S-oxides undergo a Retro Diels-Alder (RDA) reaction to form α-oxosulfines under very mild conditions. These reactive intermediates can be successfully trapped as dienophiles or as electron poor dienes in Inverse Electron Demand Diels-Alder reaction (IEDDA). The relationship between the structure of the starting sulfoxide, the geometry of the intermediate sulfine and the stereochemistry of the final cycloadduct have been tentatively correlated.
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.
