Abstract

Two new mono‐thiourea, four bis‐thiourea and one squaramide organocatalysts were synthesised from L‐tartaric acid. These organocatalysts were able to activate glycosyl phosphates for stereoselective nucleophilic substitution reactions with broad functional group compatibility under mild conditions. The influence of the number and position of the thiourea groups and the proximity of the asymmetric centre to the catalytic important atoms for the stereoselective outcome of the glycosylation reactions was studied. 1,2‐cis Glycosides were obtained in up to 85% yield and high diastereoselectivity (up to α:β 83:17).

Full Text
Paper version not known

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.