Issue 93, 2023

Enolate addition to bicyclobutanes enables expedient access to 2-oxo-bicyclohexane scaffolds

Abstract

We report the synthesis of 2-oxo-bicyclo[2.1.1]hexanes (2-oxo-BCHs) from bicyclobutanes (BCBs) and readily available enolate precursors. Glycine-derived enolates directly give protected 2-oxo-3-amino-BCH derivatives that can be further functionalized. Arylacetate derivatives are also suitable enolate precursors, giving 2-oxo-3-aryl-BCH scaffolds from readily available starting materials.

Graphical abstract: Enolate addition to bicyclobutanes enables expedient access to 2-oxo-bicyclohexane scaffolds

Supplementary files

Article information

Article type
Communication
Submitted
29 Aug. 2023
Accepted
10 Okt. 2023
First published
10 Okt. 2023

Chem. Commun., 2023,59, 13847-13850

Enolate addition to bicyclobutanes enables expedient access to 2-oxo-bicyclohexane scaffolds

K. J. Woelk, K. Dhake, N. D. Schley and D. C. Leitch, Chem. Commun., 2023, 59, 13847 DOI: 10.1039/D3CC04234K

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