Year-end Sale % OFF 
Abstract
Stereoselective introduction of a methyl group into the (3S)-2-methylcyclopentanone 3, followed by Claisen rearrangement of the vinyl ether 10 derived from the allyl alcohol 7 provided separable methyl esters 6a and 6b. Reduction of 6a and subsequent homologation of the side-chain afforded the pivaloyl ester 16 after protection of the primary alcohol 15 with pivaloyl chloride. Cleavage of the double bond of compound 16, followed by sodium borohydride reduction of the resultant aldehyde 17, produced a mixture of the diols 18 and 19 leading to (–)-chokol A 5. Its enantiomeric excess was determined based on examination of the 1H NMR spectrum of its MTPA ester 25.
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.
