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Strategies toward the Total Synthesis of Calyciphylline B-type Alkaloids: A Computational Perspective Aided by DFT Analysis

par Chattopadhyay, Amit Kumar;Berger, Gilles ;Hanessian, Stephen
Référence Journal of organic chemistry, 81, 12, page (5074-5086)
Publication Publié, 2016-06

Article révisé par les pairs

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Résumé :

Herein we describe synthetic efforts toward the total synthesis of calyciphylline B-type alkaloids. In the process, we disclose a detailed DFT study of equilibrium geometries and transition states that explains the stereochemical outcome during the formation of critical intermediates. X-ray crystallographic analysis reveals interesting conformational features in the naturally occurring deoxycalyciphylline B and its synthetic congeners.