Palladium/Xu-Phos-catalyzed enantioselective arylalkoxylation reaction of γ-hydroxyalkenes at room temperature

Shuai Zhu ¹Mingjie Chen ¹Haichao Shen ²Hanming Ding ³Wenbo Li ¹Junliang Zhang⁴

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作者信息

1. State Key Laboratory of Petroleum Molecular & Process Engineering,Shanghai Key Laboratory of Green Chemistry and Chemical Processes,School of Chemistry and Molecular Engineering,East China Normal University,Shanghai 200062,China
2. Department of Chemistry,Fudan University,Shanghai 200438,China
3. School of Chemistry and Molecular Engineering,East China Normal University,Shanghai 200241,China
4. State Key Laboratory of Petroleum Molecular & Process Engineering,Shanghai Key Laboratory of Green Chemistry and Chemical Processes,School of Chemistry and Molecular Engineering,East China Normal University,Shanghai 200062,China;Department of Chemistry,Fudan University,Shanghai 200438,China
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Abstract

Metal-catalyzed alkene arylalkoxylation is a powerful complexity-building strategy for the synthesis of oxygen heterocycles from simple y-unsaturated alcohols,but only a few examples of catalytic enan-tioselective methods exist.Herein,an efficient palladium-catalyzed enantioselective arylalkoxylation ofγ-hydroxyalkenes with aryl halides is reported.The salient features of this transformation include a re-markable broad substrate scope,mild reaction conditions,and good functional group tolerance,delivering a series of chiral tetrahydrofurans containing a tertiary or quaternary stereocenter in good yields with up to 95％ee.The Xu10 ligand with a suitable side-arm was responsible for the high reactivity and good enantioselectivity of this transformation.

Key words

Palladium-catalysis/Xu-Phos/Enantioselective/Arylalkoxylation/γ-Hydroxyalkenes

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出版年

2024

中国化学快报(英文版)

中国化学会

中国化学快报(英文版)

CSTPCD

影响因子：0.771

ISSN：1001-8417

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