Asymmetric Synthesis of Polyfunctionalized Pyrrolidines and Related Alkaloids

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