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• W2529497060 abstract "The described work provides an example of how the development and implementation of new synthetic strategies is enabled by the developments in the field of catalysis. Steroids belong to one of the most investigated groups of natural products, and a myriad of synthetic approaches to steroids has been developed over the past century. At the same time, the most concise ways for building these natural products are yet to be discovered, and the discovery of these new synthetic strategies will almost invariably rely on the new developments in catalysis and synthetic methodology. Our studies demonstrate that, despite being among the most investigated organic reactions, Michael reactions have significant limitations, and a simple addition of β-ketoesters to enones can greatly depend on the nature of these substrates. Bis(oxazoline)copper(II) complexes under neat conditions were found to be among the most powerful catalysts that can promote the formation of the products with vicinal tertiary/quaternary and in some instances with vicinal quaternary stereocenters. This breakthrough has enabled the subsequent studies on the intramolecular aldolization, which provided access to both natural and unnatural cardenolide scaffolds. As an outcome of these studies, a variety of steroids with natural and unnatural configuration were synthesized in a rapid and concise manner, a task that would be hard to achieve with other strategies applicable." @default.
• W2529497060 created "2016-10-14" @default.
• W2529497060 creator A5075755694 @default.
• W2529497060 creator A5088410831 @default.
• W2529497060 date "2016-01-01" @default.
• W2529497060 modified "2023-10-16" @default.
• W2529497060 title "New Strategy Based on Sequential Michael/Aldol Reactions for the Asymmetric Synthesis of Cardenolides" @default.
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• W2529497060 doi "https://doi.org/10.1016/b978-0-08-100756-3.00009-1" @default.
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