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Combination of Enabling Technologies to Improve and Describe the Stereoselectivity of Wolff-Staudinger Cascade Reaction

B. Musio, F. Mariani, E. P. Śliwiński, M. A. Kabeshov, H. Odajima, S. V. Ley*

*University of Cambridge, Department of Chemistry, Lensfield Road, Cambridge, CB2 1EW, UK, Email: svl1000cam.ac.uk

B. Musio, F. Mariani, E. P. Śliwiński, M. A. Kabeshov, H. Odajima, S. V. Ley, Synthesis, 2016, 48, 3515-3526.

DOI: 10.1055/s-0035-1562579 (free Supporting Information)


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Abstract

A microwave-assisted flow generation of primary ketenes by thermal decomposition of α-diazoketones at high temperature followed by in situ reaction with amines and imines provides a number of amides and trans β-lactams, respectively, in very good yields.

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Key Words

microwave, Wolff rearrangement, Staudinger synthesis, flow chemistry, microwave synthesis, Augmented Reality, molecular visualisation


ID: J66-Y2016