A short step total synthesis of karrikinolide has been achieved. Both α and α' positions of -acylated acetol were alkylated by the boron-mediated aldol-type acetal addition reaction. The one-pot sequence including the Arbuzov reaction, intramolecular Horner-Wadsworth-Emmons reaction, acidic hydrolysis of acetals, and pyran formation provided karrikinolide. This procedure was applicable to the gram-scale synthesis of karrikinolide.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.joc.9b03195 | DOI Listing |
Publication Analysis
Top Keywords
synthesis karrikinolide
12
aldol-type acetal
8
acetal addition
8
addition reaction
8
karrikinolide aldol-type
4
reaction
4
reaction short
4
short step
4
step total
4
total synthesis
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!