Journal
RSC ADVANCES
Volume 8, Issue 27, Pages 14906-14915Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ra02687d
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Funding
- Department of Science and Technology, New Delhi [EMR/2015/002053)]
- CSIR, New Delhi [02(0272)/16/EMR-II]
- UGC, New Delhi
- SRF
- DST [SR/S2/JCB-33/2010]
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The synthesis of propellanes containing bicyclo[2.2.2]octene via olefin metathesis approach is less explored. Herein, we describe a simple and convenient method to synthesize propellane derivatives containing a bicyclo[2.2.2]octene unit which are structurally similar to 11-HSD1 inhibitors by sequential usage of the Diels-Alder reaction, C-allylation and ring-closing metathesis (RCM) as the key steps. Additionally, we expanded this approach to an endo-tricyclo[4.2.2.0(2,5)]decene derivative which is a useful monomer for polymer synthesis and we have also synthesized basketene and anthracene-based propellanes using the same strategy.
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