Tetracoordinate boron molecules are the key intermediates in many organoboron-related chemical transformations. Now, using alkynyl tetracoordinate boron species, a nickel-catalysed asymmetric 1,3-metallate shift towards axial chirality has been developed, giving access to various axially chiral alkenes in high efficiency.
References
Li, X., Zhang, G. & Song, Q. Chem. Commun. 59, 3812–3820 (2023).
Hillman, M. E. D. J. Am. Chem. Soc. 84, 4715–4720 (1962).
Sandford, C. & Aggarwal, V. K. Chem. Commun. 53, 5481–5494 (2017).
Namirembe, S. & Morken, J. P. Chem. Soc. Rev. 48, 3464–3474 (2019).
Stymiest, J. L., Bagutski, V., French, R. M. & Aggarwal, V. K. Nature 456, 778–782 (2008).
Leonori, D. & Aggarwal, V. K. Acc. Chem. Res. 47, 3174–3183 (2014).
Zhang, L. et al. Science 351, 70–74 (2016).
Wang, H., Jing, C., Noble, A. & Aggarwal, V. K. Angew. Chem. Int. Edn 59, 16859–16872 (2020).
Sharma, H. A., Essman, J. Z. & Jacobsen, E. N. Science 374, 752–757 (2021).
Ma, X. et al. Nat. Chem. https://doi.org/10.1038/s41557-023-01396-7 (2024).
Ishida, N., Miura, T. & Murakami, M. Chem. Commun. 42, 4381–4383 (2007).
Mori, K., Ohmori, K. & Suzuki, K. Angew. Chem. Int. Edn 48, 5633–5637 (2009).
Song, H. et al. Angew. Chem. Int. Edn 59, 6576–6580 (2020).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
Competing interests
The authors declare no competing interests.
Rights and permissions
About this article
Cite this article
Ren, LQ., He, C. Boron-enabled 1,3-metallate shift towards axially chiral alkenes. Nat. Chem. 16, 8–9 (2024). https://doi.org/10.1038/s41557-023-01399-4
Published:
Issue Date:
DOI: https://doi.org/10.1038/s41557-023-01399-4
- Springer Nature Limited