Asymmetric Wolff Rearrangement Reactions with α-Alkylated-α-diazoketones:  Stereoselective Synthesis of α-Substituted-β-amino Acid Derivatives

Hua Yang, Katherine Foster, Corey R. J. Stephenson, William E. Brown, Edward Roberts

Organic Letters · 2000 · 39 citations · 6 references

Concepts

Abstract

Photoinduced asymmetric Wolff rearrangement reactions were performed with alpha-amino-alpha'-methyl-alpha'-diazoketones to afford alpha-methyl-beta-amino acid esters with good stereoselectivity. Factors that may influence the stereochemistry were examined, including steric effects and temperature dependence, which had a great impact on the stereochemistry.

References

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