Development of P-Chiral Bisoxaphospholane Ligand BIOP and Its Application in Rhodium-Catalyzed Asymmetric Hydroformylation

An air-stable P-chiral bisoxaphospholane ligand (2<i>S</i>,2'<i>S</i>,3<i>R</i>,3'<i>R</i>)-BIOP is designed and developed. Ligand BIOP has shown high efficiency in rhodium-catalyzed asymmetric hydroformylation of various allylic-type terminal olefins, providing chiral 2-methyl-3-arylpropan-1-ols, 2-methyl-3-aryloxypropan-1-ols, and 4-hydroxy-3-methyl-<i>N</i>-arylbutanamides in excellent enantioselectivities (up to 97% ee) and good <i>b</i>/<i>l</i> ratios (up to 11.9:1).

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Publication Details

Journal
Organic Letters
Published
2025-06-09
DOI
https://doi.org/10.1021/acs.orglett.5c01003
Citations
4
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
2.15

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article

Development of P-Chiral Bisoxaphospholane Ligand BIOP and Its Application in Rhodium-Catalyzed Asymmetric Hydroformylation

Wenjun Tang, Yehua Tang, Yiwen Lv, Xinquan Hu et al.
4 citations
Organic Letters
Asymmetric Hydrogenation and Catalysis
2.15
article

Development of P-Chiral Bisoxaphospholane Ligand BIOP and Its Application in Rhodium-Catalyzed Asymmetric Hydroformylation

Wenjun Tang, Yehua Tang, Yiwen Lv, Xinquan Hu, Yiteng Yu, Siyao Xu
article en
4 citations

Abstract

An air-stable P-chiral bisoxaphospholane ligand (2<i>S</i>,2'<i>S</i>,3<i>R</i>,3'<i>R</i>)-BIOP is designed and developed. Ligand BIOP has shown high efficiency in rhodium-catalyzed asymmetric hydroformylation of various allylic-type terminal olefins, providing chiral 2-methyl-3-arylpropan-1-ols, 2-methyl-3-aryloxypropan-1-ols, and 4-hydroxy-3-methyl-<i>N</i>-arylbutanamides in excellent enantioselectivities (up to 97% ee) and good <i>b</i>/<i>l</i> ratios (up to 11.9:1).

Organic LettersVol. 27(24)
Chinese Academy of Sciences (CN), Shanghai Institute of Organic Chemistry (CN), Chemical Synthesis Lab (SG), University of Chinese Academy of Sciences (CN), Zhejiang University of Technology (CN)
National Natural Science Foundation of China, National Key Research and Development Program of China, Special Project for Research and Development in Key areas of Guangdong Province
Openalex Percentile: Top 12%
Asymmetric Hydrogenation and Catalysis
2.15
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Development of P-Chiral Bisoxaphospholane Ligand BIOP and Its Application in Rhodium-Catalyzed Asymmetric Hydroformylation — Wenjun Tang, Yehua Tang, et al. · Organic Letters (2025) | TGRS Research Map | TGRS