Concepedia

Total Synthesis Without Protecting Groups: Pyrrolidines and Cyclic Carbamates

Emma M. Dangerfield, Mattie S. M. Timmer, Bridget L. Stocker

Organic Letters · 2008 · 62 citations · 39 references

DOI

Concepts

Abstract

A protecting group free synthesis of 2,3-cis substituted hydroxypyrrolidines is reported. Two novel reaction methodologies allow for the stereoselective formation of cyclic carbamates from olefinic amines, and the formation of primary amines via a Vasella/reductive amination reaction, both performed in aqueous media.

References

39

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Catalytic activity of various salts in the reaction of 2,3-epoxypropyl phenyl ether and carbon dioxide under atmospheric pressure

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Carbocyclische Verbindungen aus Monosacchariden. I. Umsetzungen in der glucosereihe

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, , +14

Potent competitive inhibition of α-galactosidase and α-glucosidase activity by 1,4-dideoxy-1,4-iminopentitols: syntheses of 1,4-dideoxy-1,4-imino-d-lyxitol and of both enantiomers of 1,4-dideoxy-1,4-iminoarabinitol

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, , +5