Platinum-Catalyzed Regio- and Stereoselective Diboration of Allenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B <sub>2</sub> (dan) <sub>2</sub> )

We report a regio- and stereoselective diboration of the terminal C═C bond of allenes by B<sub>2</sub>(dan)<sub>2</sub> (dan = naphthalene-1,8-diaminato) in the presence of a Pt catalyst. This reaction is applicable to a broad range of substrates, including 1-arylallenes and 1,1-disubstituted allenes. The two boryl groups in the product exhibit distinct reactivities, enabling chemoselective transformations.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-11-08
DOI
https://doi.org/10.1021/acs.joc.5c02170
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
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article

Platinum-Catalyzed Regio- and Stereoselective Diboration of Allenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B 2 (dan) 2 )

Shinichi Saito, Yusuke Yoshigoe, Tairin Kawasaki, Yuki Ito
The Journal of Organic Chemistry
Organoboron and organosilicon chemistry
article

Platinum-Catalyzed Regio- and Stereoselective Diboration of Allenes by 1,8-Diaminonaphthalene-Protected Diboronic Acid (B 2 (dan) 2 )

Shinichi Saito, Yusuke Yoshigoe, Tairin Kawasaki, Yuki Ito
article en

Abstract

We report a regio- and stereoselective diboration of the terminal C═C bond of allenes by B<sub>2</sub>(dan)<sub>2</sub> (dan = naphthalene-1,8-diaminato) in the presence of a Pt catalyst. This reaction is applicable to a broad range of substrates, including 1-arylallenes and 1,1-disubstituted allenes. The two boryl groups in the product exhibit distinct reactivities, enabling chemoselective transformations.

The Journal of Organic ChemistryVol. 90(46)
Tokyo University of Science (JP)
Openalex Percentile: Top 75%
Organoboron and organosilicon chemistry
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