Abstract
The reaction of biphenyl ( 1) with an excess of lithium in THF at room temperature leads to a solution of the corresponding dianion ( I), which by successive reactions with an alkyl fluoride [E 1 = n-C 8H 17F, c-C 5H 9CH 2F, CH 2 CH(CH 2) 4F] at 0 °C and another electrophile [E 2 = n-C 4H 9Br, Et 2CO, Me 2C(O)CH 2, i-Pr 3SiCl] at −78 °C yields the corresponding 1,4-disubstituted 1,4-dihydrobiphenyls 3 in a regioselective manner, as mixtures of cis- and trans-isomers. The diastereomers of 3 are separated by column chromatography.
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.
