Pd-Catalyzed/Ligand-Controlled Regioselective Asymmetric Hydrosulfonylation of Alkylallenes or Arylallenes

The metal-catalyzed hydrofunctionalization reaction of allenes is an efficient approach for the construction of new allyl compounds. This work described a palladium-catalyzed/ligand-controlled asymmetric hydrosulfonylation of simple alkylallenes and arylallenes in the presence of Pd<sub>2</sub>dba<sub>3</sub>. Using a Josiphos or Segphos ligand, the alkylallenes or arylallenes could render the corresponding branched chiral allylsulfones with high yields and high enantioselectivities up to 90% and 99% ee, respectively.

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Publication Details

Journal
Organic Letters
Published
2025-02-03
DOI
https://doi.org/10.1021/acs.orglett.4c04259
Citations
4
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
3.74

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article

Pd-Catalyzed/Ligand-Controlled Regioselective Asymmetric Hydrosulfonylation of Alkylallenes or Arylallenes

Lingyan Liu, Xiaohui Cao, Jinghan Zou, Jing Li et al.
4 citations
Organic Letters
Sulfur-Based Synthesis Techniques
3.74
article

Pd-Catalyzed/Ligand-Controlled Regioselective Asymmetric Hydrosulfonylation of Alkylallenes or Arylallenes

Lingyan Liu, Xiaohui Cao, Jinghan Zou, Jing Li, Jing Wu, Boyi Wang, Weixing Chang, Xinman Guo
article en
4 citations

Abstract

The metal-catalyzed hydrofunctionalization reaction of allenes is an efficient approach for the construction of new allyl compounds. This work described a palladium-catalyzed/ligand-controlled asymmetric hydrosulfonylation of simple alkylallenes and arylallenes in the presence of Pd<sub>2</sub>dba<sub>3</sub>. Using a Josiphos or Segphos ligand, the alkylallenes or arylallenes could render the corresponding branched chiral allylsulfones with high yields and high enantioselectivities up to 90% and 99% ee, respectively.

Organic LettersVol. 27(6)
Guangdong Pharmaceutical University (CN), Nankai University (CN), Collaborative Innovation Center of Chemical Science and Engineering Tianjin (CN)
National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 9%
Sulfur-Based Synthesis Techniques
3.74
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