Abstract
Reaction of the indole ether 3 with phenyl (trichloromethyl) mercury gives the syn-metacyclophane 5, exclusive of the anti-enantiomer 6. These ethers are new and their structures were established by their independent synthesis from the corresponding alcohols 7 and 8. These data are consistent with the conclusion that the intermediate cyclopropane 4 is formed by stereosperific addition of dichlorocarbene trans to the ethoxy group. Additional results are described providing evidence for the resistance of the benzylic carbon atoms in these highly constrained metacyclophanes to undergo change of hybridization from sp 3 to sp 2.
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.
