ArticleJournal of the American Chemical Society2026
Catalytic Asymmetric 1,2-Migration/Allylation of Alkynyl Boronate Complexes: A Modular Route to Enantioenriched Skipped 1,4-Dienes.
Article in Journal of the American Chemical Society, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed.
- Diastereoselective Synthesis of Axially Chiral Skipped Ene-Allenes Containing a Quaternary Stereocenter by Cyclopropene-Allene Metathesis.Angewandte Chemie (International ed. in English) · 2026Article
- Atroposelective Access to π-Conjugated 1,2-Azaborepines Enabled by Palladium-Catalyzed Cyclization of N-Heterobiaryls with Alkynylboronates.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Nickel-Catalyzed Boron-Mediated Saturative Trifunctionalization of Alkynes.Angewandte Chemie (International ed. in English) · 2026Article
Corrections and comments
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Authors and funding
4 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Stereodefined skipped 1,4-dienes are key structural motifs found in a wide range of natural products and bioactive molecules. However, their stereo- and enantioselective syntheses remain a significant challenge. While electrophilic-allylation-triggered 1,2-migration reactions of alkynyl boronate complexes are in principle a straightforward method to produce skipped dienes, such reactions suffer from poor stereoselectivity or undesired regioselectivity. We now report that, through judicious selection of the alkynyl boronate complex, we can achieve a highly regio-, diastereo-, and enantioselective construction of polysubstituted skipped 1,4-dienes via an Ir-catalyzed 1,2-migration/allylation strategy. Furthermore, the resulting alkenylboron species could be intercepted, which provides a gateway to even more challenging tetrasubstituted alkene-containing skipped dienes.
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Registered trials
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