Palladium/Xu-Phos Catalyzed Enantioselective Intramolecular Heck Reaction of Unactivated Alkenes

Lujia Zhou; Longling Ma; Bing Xu; Zhan-Ming Zhang; Junliang Zhang

doi:10.1002/cjoc.202400391

Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (20) : 2466 -2470. DOI: 10.1002/cjoc.202400391

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Palladium/Xu-Phos Catalyzed Enantioselective Intramolecular Heck Reaction of Unactivated Alkenes

Lujia Zhou ¹
, Longling Ma ¹
, Bing Xu ²
, Zhan-Ming Zhang ¹^,³^,^†
, Junliang Zhang ¹^,³^,⁴^,^†

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Abstract

A highly enantioselective palladium-catalyzed intramolecular Heck reaction of unactivated alkenes is developed, which provides a powerful route to access a broad range of chiral 3, 3-disubstituted-2, 3-dihydrobenzofurans bearing all-carbon quaternary stereocenter of interest in pharmaceutical research. Its salient features include high yield, excellent chemo- and enantioselectivity, mild conditions, a broad substrate scope as well as versatile transformations of the product.

Keywords

Palladium / Heck / 2, 3-Dihydrobenzofuran / Asymmetric catalysis / Quaternary stereocenter / Enantioselective / P ligands / Alkenes

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Lujia Zhou, Longling Ma, Bing Xu, Zhan-Ming Zhang, Junliang Zhang. Palladium/Xu-Phos Catalyzed Enantioselective Intramolecular Heck Reaction of Unactivated Alkenes. Chinese Journal of Chemistry, 2024, 42(20): 2466-2470 DOI:10.1002/cjoc.202400391