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Updated: Jul 8, 2026

Functionalized Spirocyclic Heterocycle Synthesis and Cytotoxicity Assay
Published on: February 9, 2021
Cyclopentannulation toward hydrindane frameworks for the tricyclic core of (±)-rumphellclovane E and
Baviri Suresh1, Ananth Kumar Ballari1, D P Sandesh1
1Department of Chemistry, Indian Institute of Technology Tirupati, Tirupati District, Andhra Pradesh 517619, India. venky@iittp.ac.in.
Abstract:
A short and efficient method for the synthesis of functionalized hydrindanes and hydroazulenes was described. This method involves cyclopentannulation of 2-alkyl-substituted 1,3-cyclohexanediones and 1,3-cycloheptanediones with a cyclopropyl phosphonium salt, leading to functionalized hydrindanes and hydroazulenes with diverse substituents at their bridgehead positions. The resulting products were then transformed into synthetically challenging hydrindanes containing two quaternary carbon stereocenters. The synthetic utility of this cyclopentannulation approach was successfully demonstrated by a concise synthesis of the tricyclic core of (±)-rumphellclovane E and (±)-sarinfacetamides A and B.
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