A straightforward approach towards combined α-amino and α-hydroxy acids based on Passerini reactions
2011

New Method for Making Amino and Hydroxy Acids

publication Evidence: moderate

Author Information

Author(s): Zahoor Ameer F, Thies Sarah, Kazmaier Uli, Müller Thomas J J

Primary Institution: Institute for Organic Chemistry, Saarland University

Hypothesis

Can Passerini reactions be used to synthesize α-amino and α-hydroxy acids effectively?

Conclusion

The study demonstrates that using epoxide ring opening combined with Passerini reactions is an effective method for synthesizing functionalized α-hydroxy and α-amino acid derivatives.

Supporting Evidence

  • The method allows for the synthesis of complex amino acids.
  • Yields were better with DMP oxidation compared to Swern oxidation.
  • Passerini reactions were successful with activated ketones.

Takeaway

Scientists found a new way to make special types of amino acids using a chemical reaction that combines different ingredients.

Methodology

The study utilized epoxide ring opening and Passerini reactions to synthesize amino acids.

Limitations

The yields of some reactions were not optimal, and further improvements are needed.

Digital Object Identifier (DOI)

10.3762/bjoc.7.151

Want to read the original?

Access the complete publication on the publisher's website

View Original Publication