Herein, we describe a highly stereoselective method to access a single olefin isomer from readily available β-hydroxy -hydroxyphthalimide (NHPI) esters. Depending on the configuration of the precursor ( or ), either the or olefin is prepared selectively under Lewis acid-promoted conditions. Without involving radical chemistry, a β-lactone is proposed as the key intermediate in this decarboxylative olefination.
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Stereoselective Synthesis of Olefins from β-Hydroxy NHPI Esters.
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Article Synopsis
- The use of visible light as an energy source in organic chemistry offers a gentle, efficient, and selective method for facilitating reactions, particularly in photoinduced decarboxylative coupling.
- Recent advancements have been made in using carboxylic acids and their derivatives in these reactions, enabling them to form reactive radicals that can connect with various substrates to create complex molecules.
- This review discusses the developments from 2020-2024 in decarboxylative cyclization of carboxylic acids, highlighting different catalytic methods and the mechanisms involved in these innovative reactions under visible-light conditions.
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