Abstract
A remarkable asymmetric induction was observed in the one-pot condensation reaction of (S)-(-)-perillaldehyde with 4-hydroxy-6-methyl-2-pyrone in the presence of L-proline which provided the title compound, C 16 H 18 O 3 , a tricyclic pyrone, as a single diastereomer in 78% yield. As the configuration of the cyclohexane C atom holding the isopropenyl group is the same as that in the (S)-aldehyde substrate, the total absolute stereochemistry could be elucidated from its X-ray structure. The cyclohexane ring has a chair conformation in which the juncture H atom (H5a) is axially oriented and the isopropenyl substituent is equatorial.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
More From: Acta Crystallographica Section C Crystal Structure Communications
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.