Abstract
A regioselective Tsuji-Trost reaction of sodium 3-allyltetronate with methyl 5-trimethylsilylpenta-2,4-dienyl carbonate was developed. Carbon-carbon bond formation at the more highly substituted terminus of the pentadienyl residue was possible by introduction of an easy to remove SiMe 3 shielding group at the remote end of the π-system. This carbonate reacted fast enough to avoid scrambling and formation of symmetric bisallyl tetronic acids. The 3-allyl-3-penta-2,4-dienyltetronic acid thus obtained is a key intermediate en route to the natural spirolactone bakkenolide A.
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.
