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Updated: Apr 15, 2026

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes
Published on: February 27, 2017
Bridgehead Substitution via Putative Norborn-1-en-3-ones: Application in the Synthesis of Complex Molecules
Faiz Ahmed Khan1, Basavaraj M Budanur, Chava Sudheer
1Department of Chemistry, Indian Institute of Technology Hyderabad, Ordnance Factory Estate, Yedduaram-502205 (India). faiz@iith.ac.in.
Abstract:
The base-mediated formation of a bridgehead double bond in a bicyclo[2.2.1]heptane system (anit-Bredt molecules) is described. The synthesis of exocyclic norbornyl enones by Wittig reaction of α-diketones is reported. These enones and their Michael adducts are used as substrates for the generation of transient bridgehead enones and their trapping with MeOH and H2 O. Bridgehead alcohols are easily synthesized from norbornyl enones and are exploited for the diversity oriented synthesis of frameworks of natural and unnatural products.
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