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Access to chiral γ-butenolides <i>via</i> palladium-catalyzed asymmetric allylic C–H alkylation of 1,4-dienes

Zhen-Yao Dai, Pu‐Sheng Wang, Liu‐Zhu Gong

2021Chemical Communications34 citationsDOI

Abstract

Asymmetric allylic C-H alkylation of 1,4-pentadienes with α-angelica lactones has been developed by tri-axial phosphoramidite-palladium catalysis. This reaction can tolerate a range of functional groups under mild conditions, furnishing versatile chiral γ,γ-disubstituted butenolides in high yields with good to high levels of stereoselectivity.

Topics & Concepts

PalladiumTsuji–Trost reactionPhosphoramiditeCatalysisChemistryAllylic rearrangementAlkylationMedicinal chemistryCombinatorial chemistryOrganic chemistryOligonucleotideDNABiochemistryAlkaloids: synthesis and pharmacologyTraditional and Medicinal Uses of AnnonaceaeAsymmetric Synthesis and Catalysis