The [2+2] photocycloaddition of two double-bond moieties is arguably the most efficient way to form a four-membered ring, but this route is rarely used to construct azetidine rings. Now, the development of an isoxazoline carboxylate cycloaddition partner offers a general approach to synthesize diverse azetidine products.
This is a preview of subscription content, access via your institution
Access Nature and 54 other Nature Portfolio journals
Get Nature+, our best-value online-access subscription
$29.99 / 30 days
cancel any time
Subscribe to this journal
Receive 12 print issues and online access
$259.00 per year
only $21.58 per issue
Rent or buy this article
Prices vary by article type
Prices may be subject to local taxes which are calculated during checkout
D’Auria, M. Photochem. Photobiol. Sci. 18, 2297–2362 (2019).
Antermite, D., Degennaro, L. & Luisi, R. Org. Biomol. Chem. 15, 34–50 (2017).
Becker, M. R., Wearing, E. R. & Schindler, C. S. Nat. Chem. https://doi.org/10.1038/s41557-020-0541-1 (2020).
Becker, M. R., Richardson, A. D. & Schindler, C. S. Nat. Commun. 10, 5095–5102 (2019).
Sakamoto, R., Inada, T., Sakurai, S. & Maruoka, K. Org. Lett. 18, 6252–6255 (2016).
Kumagai, T., Shimizu, K., Kawamura, Y. & Mukai, T. Tetrahedron 37, 3365–3376 (1981).
Kumagai, T., Kawamura, Y. & Mukai, T. Chem. Lett. 12, 1357–1360 (1983).
Kawamura, Y., Kumagai, T. & Mukai, T. Chem. Lett. 14, 1937–1940 (1985).
Sampedro, D., Soldevilla, A., Campos, P. J., Ruiz, R. & Rodríguez, M. A. J. Org. Chem. 73, 8331–8336 (2008).
The author declares no competing interests.
About this article
Cite this article
Coote, S. A light touch for complex products. Nat. Chem. 12, 889–890 (2020). https://doi.org/10.1038/s41557-020-0536-y