Abstract
The asymmetric [4+2] Diels−Alder reaction involving 3-diphenylphosphinofuran as the dienophile and 3,4-dimethyl-1-phenylphosphole, DMPP, as the cyclic diene was carried out by utilizing the platinum(II) template complex containing ortho-metalated (R)-(1-(dimethylamino)ethyl)naphthalene as the chiral auxiliary. The cycloaddition reaction proceeded at 40 °C via an intramolecular mechanism in which the cyclic diene and the dienophile were coordinated simultaneously on the chiral platinum template. Two (SP)-exo cycloadducts were obtained with high stereoselectivity as a P−P bidentate chelate on the platinum template. The chiral naphthylamine auxiliary was subsequently removed by treatment with concentrated hydrochloric acid to form three dichloroplatinum(II) complexes, of which two products were from acid hydrolysis of the vinyl ether. Benzoylation of the hemiacetals gave only one product. The absolute configurations and the coordination properties of the P-chiral cycloadducts have been established by single-crystal X-ray analysis.
Sign-in/Register to access full text options 
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.
