Facile access to a heterocyclic, sp3-rich chemical scaffold via a tandem condensation/intramolecular nitrone-alkene [3+2] cycloaddition strategy

M. J. Rawling; T. E. Storr; W. A. Bawazir; S. J. Cully; W. Lewis; M. S.I.T. Makki; I. R. Strutt; G. Jones; D. Hamza; R. A. Stockman

Journal ArticleOPEN ACCESS

Facile access to a heterocyclic, sp3-rich chemical scaffold via a tandem condensation/intramolecular nitrone-alkene [3+2] cycloaddition strategy

Rawling M
Storr T
Bawazir W
et al.

Chemical Communications (2015) 51(64) 12867-12870

DOI: 10.1039/c5cc05070g

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Abstract

A heterocyclic, sp3-rich chemical scaffold was synthesised in just 6 steps via a highly regio- and diastereo-selective tandem nitrone formation/intramolecular nitrone-alkene [3+2] cycloaddition reaction. A library of 543 lead-like compounds based on the scaffold core has been produced.

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Rawling, M. J., Storr, T. E., Bawazir, W. A., Cully, S. J., Lewis, W., Makki, M. S. I. T., … Stockman, R. A. (2015). Facile access to a heterocyclic, sp3-rich chemical scaffold via a tandem condensation/intramolecular nitrone-alkene [3+2] cycloaddition strategy. Chemical Communications, 51(64), 12867–12870. https://doi.org/10.1039/c5cc05070g

Facile access to a heterocyclic, sp3-rich chemical scaffold via a tandem condensation/intramolecular nitrone-alkene [3+2] cycloaddition strategy

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