4 years ago

Organocatalytic Synthesis of cis-2,3-Aziridine Aldehydes by a Postreaction Isomerization

Organocatalytic Synthesis of cis-2,3-Aziridine Aldehydes by a Postreaction Isomerization
Łukasz Albrecht, Maciej Saktura, Marta Romaniszyn, Piotr Drelich, Jan Bojanowski, Sebastian Frankowski
An unprecedented organocatalytic cis-selective aziridination of α,β-unsaturated aldehydes is described. The strategy utilizes postreaction isomerization as a key step. Our study demonstrates that by a proper choice of structural features of reagents and the catalyst the outcome of well-established reactions can be altered, leading to the formation of normally inaccessible diastereomers. The usefulness of the developed approach has been confirmed in the syn-selective formal aminohydroxylation of α,β-unsaturated aldehydes.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02634

DOI: 10.1021/acs.orglett.7b02634

You might also like
Discover & Discuss Important Research

Keeping up-to-date with research can feel impossible, with papers being published faster than you'll ever be able to read them. That's where Researcher comes in: we're simplifying discovery and making important discussions happen. With over 19,000 sources, including peer-reviewed journals, preprints, blogs, universities, podcasts and Live events across 10 research areas, you'll never miss what's important to you. It's like social media, but better. Oh, and we should mention - it's free.

  • Download from Google Play
  • Download from App Store
  • Download from AppInChina

Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.