Abstract

The synthesis of primary and secondary allylic alcohols (differing in the degree of steric hindrance) and of amide acetals (achiral and chiral) is reported. These compounds were used as substrates in the amide acetal Claisen rearrangement, and the effect of Lewis acids on the stereoselectivity of the reaction was studied. The rearrangement products have been applied to the synthesis of the mesembrane alkaloids (–)-mesembranone, rac-O-methyljoubertiamine and joubertiamine.

Full Text
Paper version not known

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 call

Disclaimer: 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.