Synthetic Improvements and an Alternative Synthetic Approach to exo‐Dicyclopentadiene‐1‐one: A Useful Building Block for Cyclopentanoids

Author:

Kotha Sambasivarao1ORCID,Reddy Keesari Ramakrishna1ORCID

Affiliation:

1. Department of Chemistry Indian Institute of Technology-Bombay Powai Mumbai 400 076 India

Abstract

AbstractHere, we describe the synthetic improvements to the known compound exo‐dicyclopentadiene‐1‐one (exo‐DCPD‐1‐one). Also, an alternative and efficient synthetic approach to exo‐DCPD‐1‐one was developed in a non‐hazardous manner. All the synthesized compounds here are well‐characterized by NMR analysis. The structure and relative stereochemistry of some key intermediates were confirmed by single‐crystal X‐ray diffraction (XRD) studies. Overall, the synthetic studies described here are useful to prepare exo‐DCPD‐1‐one on a multi‐gram scale in a safe manner. The exo‐DCPD‐1‐one is found to be a useful building block to prepare a wide variety of cyclopentanoids.

Publisher

Wiley

Subject

Organic Chemistry

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