Year-end Sale % OFF 
Abstract
The orientation of the cycloaddition of nitrile oxide to β-substituted-α,β-unsaturated aldehyde equivalents was directed by choice of the carbonyl protective group, both of the two possible regioisomers of 2-isoxazolines were selectively prepared. Cycloaddition to the acetal derivatives preferentially gave the regioisomer bearing acetal group on C(4) position. While the opposite regioselectivity was observed for the cycloaddition to dithioacetal derivatives, where the sulfur functional group was mainly located at C(5) position. Theoretical studies on these regiochemical courses showed the C(5) orientation of dithioacetal groups to be directed by steric control, whereas frontier orbital interaction controlled the C(4) orientation of the acetal groups.
Published Version
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.
