Synthesis of β-lactams via diastereoselective, intramolecular Kinugasa reactions?
Organic & Biomolecular Chemistry Pub Date: 2020-03-16 DOI: 10.1039/D0OB00228C
Abstract
Intramolecular Kinugasa reactions on in situ generated carbohydrate-derived alkynylnitrones are described. The effects of the length of chains, their mutual configuration, influence of experimental conditions on product distribution and feasibility of the β-lactam ring construction were studied. Intramolecular reactions proceed with high stereoselectivity to provide in each case one product only. The cycloadducts from tartaric acid were converted into the corresponding non-racemic 4-acetoxy azetidinones in good yields.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4