Abstract
Intramolecular dehydration of chiral 2,5-hexanediol, (2R,5R)-(−)-2,5-hexanediol (2R,5R-HDO) or (2S,5S)-(+)-2,5-hexanediol (2S,5S-HDO), to cis-2,5-dimethyltetrahydrofuran (cis-2,5-DMTHF) was studied in high-temperature liquid water at 523 K. The rate of dehydration could be enhanced by adding high-pressure carbon dioxide to the reaction system. Selectivity to cis-2,5-DMTHF was more than 85% in the total product mixture comprising cis- and trans-2,5-DMTHF from the dehydration of 2R,5R-HDO or 2S,5S-HDO at 523 K, indicating that the intramolecular dehydration proceeded mainly via an SN2 pathway in high-temperature liquid water.
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 callDisclaimer: 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.
