Diversity-Oriented Approach to Cyclophanes via Fischer Indolization and Ring-Closing Metathesis: Substrate-Controlled Stereochemical Outcome in RCM

The Journal of Organic Chemistry
S KothaMukesh E Shirbhate

Abstract

Here, we report a new and diversity-oriented approach to macrocyclic cyclophanes by a Grignard reaction, followed by Fischer indolization and ring-closing metathesis (RCM) as key steps. The configuration of the double bond formed during the RCM depends upon the order of synthetic sequence used. Fischer indolization followed by RCM delivers the cis isomer, whereas RCM followed by Fischer indolization gives the trans isomer.

References

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Citations

Apr 6, 2017·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Sambasivarao Kotha, Chandravathi Chakkapalli
Jun 20, 2018·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Sambasivarao KothaYuvaraj Dommaraju
Aug 7, 2019·Chemistry, an Asian Journal·Sambasivarao KothaVikas R Aswar

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