Rh‐Catalyzed Enantioselective and Regioselective Addition of Phosphinoylacetic Acid to Allenes.

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Title: Rh‐Catalyzed Enantioselective and Regioselective Addition of Phosphinoylacetic Acid to Allenes.
Authors: Jiang, Yanxin1 (AUTHOR), Lu, Zhiwu1,2 (AUTHOR), Yuan, Xinzhu1 (AUTHOR), Yang, Zhiping1 (AUTHOR) yangzp@hkbu.edu.hk, Wang, Jun1 (AUTHOR) junwang@hkbu.edu.hk
Source: ChemCatChem. Jun2026, Vol. 18 Issue 12, p1-7. 7p.
Subjects: Rhodium catalysts, Allene, Lactones, Esters, Chemical reactions, Organophosphorus compounds
Abstract: A Rh‐catalyzed enantioselective addition of phosphinoylacetic acid to allenes is developed, delivering branched allylic esters as the predominant regioisomers. A broad range of allenes and phosphinoylacetic acid are tolerated, providing the products in good yields with high regio‐ and enantioselectivities. The method enables late‐stage functionalization of cholesterol derivative and provides enantiopure five‐membered lactones via a sequential Horner‐Wadsworth‐Emmons olefination/ring‐closing metathesis sequence. [ABSTRACT FROM AUTHOR]
Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: <searchLink fieldCode="AR" term="%22Jiang%2C+Yanxin%22">Jiang, Yanxin</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Lu%2C+Zhiwu%22">Lu, Zhiwu</searchLink><relatesTo>1,2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Yuan%2C+Xinzhu%22">Yuan, Xinzhu</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Yang%2C+Zhiping%22">Yang, Zhiping</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> yangzp@hkbu.edu.hk</i><br /><searchLink fieldCode="AR" term="%22Wang%2C+Jun%22">Wang, Jun</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> junwang@hkbu.edu.hk</i>
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  Data: <searchLink fieldCode="JN" term="%22ChemCatChem%22">ChemCatChem</searchLink>. Jun2026, Vol. 18 Issue 12, p1-7. 7p.
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  Data: <searchLink fieldCode="DE" term="%22Rhodium+catalysts%22">Rhodium catalysts</searchLink><br /><searchLink fieldCode="DE" term="%22Allene%22">Allene</searchLink><br /><searchLink fieldCode="DE" term="%22Lactones%22">Lactones</searchLink><br /><searchLink fieldCode="DE" term="%22Esters%22">Esters</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+reactions%22">Chemical reactions</searchLink><br /><searchLink fieldCode="DE" term="%22Organophosphorus+compounds%22">Organophosphorus compounds</searchLink>
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  Label: Abstract
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  Data: A Rh‐catalyzed enantioselective addition of phosphinoylacetic acid to allenes is developed, delivering branched allylic esters as the predominant regioisomers. A broad range of allenes and phosphinoylacetic acid are tolerated, providing the products in good yields with high regio‐ and enantioselectivities. The method enables late‐stage functionalization of cholesterol derivative and provides enantiopure five‐membered lactones via a sequential Horner‐Wadsworth‐Emmons olefination/ring‐closing metathesis sequence. [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
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  Data: <i>Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1002/cctc.70870
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        Text: English
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        Type: general
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        Type: general
      – SubjectFull: Lactones
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      – SubjectFull: Chemical reactions
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      – SubjectFull: Organophosphorus compounds
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      – TitleFull: Rh‐Catalyzed Enantioselective and Regioselective Addition of Phosphinoylacetic Acid to Allenes.
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              Text: Jun2026
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              Y: 2026
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