Abstract
The dipolar cycloaddition reactions of(α-oxyallyl)silanes 12a-g with 2,2-dimethylpropanenitrile oxide and benzonitrile oxide have been studied. Mixtures of anti ( 14a-g and 16a-g) and syn ( 15a-g and 17a-g) Δ 2-isoxazolines are formed. The direction and magnitude of asymmetric induction depends on the allylie oxygen substituent: a free hydroxy provides a modest excess of the syn diastereomer, a silyl ether shows good selectivity for the anti diastereomer, and various acyl derivatives show low diastereoselectivity. The significance of these results is discussed in terms of two current models for asymmetric induction.
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.
