Asymmetric Synthesis of Polyfunctionalized Pyrrolidines and Related Alkaloids

Stephen G. Pyne; Andrew S. Davis; Nicole J. Gates; Joseph P. Hartley; Karl B. Lindsay; Theeraphan Machan; Minyan Tang

doi:10.1055/s-2004-834801

ACCOUNT

Asymmetric Synthesis of Polyfunctionalized Pyrrolidines and Related Alkaloids

Stephen G. Pyne*, Andrew S. Davis, Nicole J. Gates, Joseph P. Hartley, Karl B. Lindsay, Theeraphan Machan, Minyan Tang
Department of Chemistry, University of Wollongong, Wollongong, New South Wales, 2522, Australia
Fax: +61(24)2214287; e-Mail: spyne@uow.edu.au;

Abstract

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Abstract

This account describes our recent studies on the development of a general method of preparing polyfunctionalized pyrrolidine, indolizidine, pyrrolizidine and pyrrolo[1,2-a]azepines and their related alkaloids.

1 Introduction
2 Tandem Vinyl Epoxide Aminolysis/Ring-Closing Metathesis
3 All Routes Lead to Oxazolidinones
4 Syn-Dihydroxylation Reactions of 2,5-Dihydropyrroles, Indolizidines and Pyrrolo[1,2-c]oxazol-3-ones
5 Asymmetric Synthesis of Swainsonine and Epiaustralines
6 Synthesis of 1,2-Amino Alcohols and Putative Uniflorine A Using the Petasis Reaction
7 Croomine Revisited

Key words

vinyl epoxides - aminolysis - oxazolidinones - ring-closing metathesis - pyrrolidines - indolizidine - pyrrolizidine and pyrrolo[1,2-a]azepines - Petasis reaction

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References

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