Abstract

The synthesis of 2,5-syn disubstituted pyrrolidines from N-SES protected aziridines is described. The key step in the methodology is a 5-endo-trig cyclisation. Application of this reaction in the synthesis of (+)-preussin is reported.

Highlights

  • The pyrrolidine ring system has been identified as an important pharmacophore in many natural products and drug candidates.[1]

  • Representative examples of compounds isolated from nature containing a pyrrolidine ring are the antifungal agent (+)-preussin, 1,2 and the pheromone (+)monomorine I, 2.3

  • We have been evaluating the use of the 5-endo-trig cyclisation[5] for the formation of 2,5-syn disubstituted pyrrolidines.[6,7]

Read more

Summary

Introduction

The pyrrolidine ring system has been identified as an important pharmacophore in many natural products and drug candidates.[1].

Results
Conclusion

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.