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Published on: January 13, 2017
α-Ketol Rearrangement for Accessing Tetracyclic Natural Products
Alexandru Sara1, Ulrike Eggert1, Markus Kalesse1,2
1Institute of Organic Chemistry, Gottfried Wilhelm Leibniz Universität Hannover, 30167 Hannover, Germany.
Abstract:
Tetracyclic natural products, which utilize the tetracycline skeleton, demonstrate a diverse array of biological activities. A critical structural feature of these compounds is the tertiary alcohol situated within a cis-decalin framework. In this study, we present a comprehensive protocol for the synthesis of tricyclic building blocks and complete carbon frameworks. This methodology facilitates the stereoselective synthesis of a specific enantiomer as well as its inversion to the corresponding opposite isomer via a ketol rearrangement.
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