Ligand-Controlled Stereodivergent Cobalt-Catalyzed Hydroboration of 2,3-Disubstituted 1,3-Dienes to Access E - and Z -Tetrasubstituted Alkenes

Abstract Stereodivergent synthesis to access multiple isomers of polysubstituted alkenes represents an elegant strategy. While significant progress has been made in accessing di- and trisubstituted alkenes, the stereodivergent synthesis of both Z and E isomers of tetrasubstituted alkenes remains limited. Here, we disclose cobalt-catalyzed stereodivergent hydroborations of 2,3-disubstituted dienes, delivering both Z and E isomers of tetrasubstituted alkenes. Preliminary mechanistic studies suggested that a Co–H species may be involved in the Z selectivity, while the E selectivity originates from an oxidative migration process.

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Publication Details

Journal
Organic Letters
Published
2026-09-28
DOI
https://doi.org/10.1021/acs.orglett.6c03662
Primary Topic
Organoboron and organosilicon chemistry
Type
article
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Ligand-Controlled Stereodivergent Cobalt-Catalyzed Hydroboration of 2,3-Disubstituted 1,3-Dienes to Access E - and Z -Tetrasubstituted Alkenes

Yang Ke-fang, Li‐Wen Xu, Pinglu Zhang, Lei Liu et al.
Organic Letters
Organoboron and organosilicon chemistry
article

Ligand-Controlled Stereodivergent Cobalt-Catalyzed Hydroboration of 2,3-Disubstituted 1,3-Dienes to Access E - and Z -Tetrasubstituted Alkenes

Yang Ke-fang, Li‐Wen Xu, Pinglu Zhang, Lei Liu, Wei-Sheng Huang, Ming Huang, Yu Pan, Junyang Cen, Ziwei Luo
article en

Abstract

Abstract Stereodivergent synthesis to access multiple isomers of polysubstituted alkenes represents an elegant strategy. While significant progress has been made in accessing di- and trisubstituted alkenes, the stereodivergent synthesis of both Z and E isomers of tetrasubstituted alkenes remains limited. Here, we disclose cobalt-catalyzed stereodivergent hydroborations of 2,3-disubstituted dienes, delivering both Z and E isomers of tetrasubstituted alkenes. Preliminary mechanistic studies suggested that a Co–H species may be involved in the Z selectivity, while the E selectivity originates from an oxidative migration process.

Organic Letters
Zhejiang Chinese Medical University (CN), Shandong University (CN), Hangzhou Normal University (CN)
Openalex Percentile: Top 22%
Organoboron and organosilicon chemistry
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Ligand-Controlled Stereodivergent Cobalt-Catalyzed Hydroboration of 2,3-Disubstituted 1,3-Dienes to Access E - and Z -Tetrasubstituted Alkenes — Yang Ke-fang, Li‐Wen Xu, et al. · Organic Letters (2026) | TGRS Research Map | TGRS