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Radical-Mediated Heck-Type Alkylation: Stereoconvergent Synthesis of Functionalized Polyenes.

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The stereospecific synthesis of polyenes is of great synthetic value. Disclosed herein is a new, efficient, stereoconvergent approach for the synthesis of functionalized polyenes via a radical-mediated Heck-type alkylation. The… Click to show full abstract

The stereospecific synthesis of polyenes is of great synthetic value. Disclosed herein is a new, efficient, stereoconvergent approach for the synthesis of functionalized polyenes via a radical-mediated Heck-type alkylation. The easily accessed Z- and E-mixed alkenes are harnessed as starting material, leading to a unique stereoisomer of polyenes. In addition, the transformation features mild reaction conditions and broad functional group compatibility. A variety of valuable 1,3-dienes and 1,3,5-trienes are afforded in useful yields.

Keywords: synthesis functionalized; heck type; radical mediated; functionalized polyenes; mediated heck; synthesis

Journal Title: Organic letters
Year Published: 2019

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