3 years ago

Stereoselective synthesis of Xaa-Yaa type (Z)-chloroalkene dipeptide isosteres via efficient utilization of organocopper reagents mediated allylic alkylation

Stereoselective synthesis of Xaa-Yaa type (Z)-chloroalkene dipeptide isosteres via efficient utilization of organocopper reagents mediated allylic alkylation
An efficient method for an atom-economical synthesis of Xaa-Yaa type (Z)-chloroalkene dipeptide isosteres (CADIs) in high yield and diastereoselectivity has been developed. Reaction of an allylic gem-dichloride compound with organocopper reagents prepared from catalyst quantity of 30 mol% CuCl and organozinc reagents causes formation of (Z)-chloroalkenes corresponding to (L,D)-type Xaa-Yaa CADIs by diastereoselective allyic alkylation. Using (E)-enoates of substrates in place of (Z)-enoates in similar reactions with organocopper reagents, which prepared from 140 mol% CuCl and organozinc reagents, provides various (L,L)-type CADIs.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017306221

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.