Towards the Total Synthesis of Lysergic Acid via a Rhodium-catalyzed Enantioselective Desymmetrization of Substituted Oxabicycles and the Construction of Tetrasubstituted Helical Alkenes by a Palladium-catalyzed Domino Process

A synthetic approach to produce lysergic acid by virtue of an asymmetric ring opening (ARO) of symmetrical 3,6-disubstituted-7,10-hydroxymethyl bridgehead substituted oxabicycles is described. The use of a Rhodium(I)/JosiPhos(R,S) catalyst system to effect an ARO using an amine nucleophile furnishes...

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Bibliographic Details
Main Author: El-Salfiti, Mohamed Kamal
Other Authors: Lautens, Mark
Language:en_ca
Published: 2012
Subjects:
Online Access:http://hdl.handle.net/1807/33407