Stereoselective [2 + 2] photodimerization: a viable strategy for the synthesis of enantiopure cyclobutane derivatives
Articolo
Data di Pubblicazione:
2023
Citazione:
Stereoselective [2 + 2] photodimerization: a viable strategy for the synthesis of enantiopure cyclobutane derivatives / F. Medici, A. Puglisi, S. Rossi, L. Raimondi, M. Benaglia. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 21:14(2023 Apr 14), pp. 2899-2904. [10.1039/D3OB00232B]
Abstract:
The [2 + 2] photodimerization of cinnamic acid derivatives to afford enantiopure cyclobutanes has been investigated. The use of a chiral auxiliary represents a convenient and straightforward method to exert enantiocontrol on the reaction. By exploiting Evans oxazolidinones, the stereoselective light-driven cyclisation affords a functionalised cyclobutane ring with up to 99% enantiocontrol after removing the chiral auxiliary. In-flow experiments allowed us to improve further the efficiency of the methodology, leading to high conversion and excellent enantioselectivity.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
F. Medici, A. Puglisi, S. Rossi, L. Raimondi, M. Benaglia
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