Bicyclic Lactams Derived from Serine or Cysteine and 2-Methylpropanal

Halima Bagum; Bethany R. Shire; Kirsten E. Christensen; Miroslav Genov; Alexander Pretsch; Dagmar Pretsch; Mark G. Moloney

doi:10.1055/s-0039-1691569

Synlett, Table of Contents

Synlett 2020; 31(04): 378-382
DOI: 10.1055/s-0039-1691569

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Bicyclic Lactams Derived from Serine or Cysteine and 2-Methylpropanal

Halima Bagum

^aThe Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford. OX1 3TA, UK Email: mark.moloney@chem.ox.ac.uk

,

Bethany R. Shire

^aThe Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford. OX1 3TA, UK Email: mark.moloney@chem.ox.ac.uk

,

Kirsten E. Christensen

^aThe Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford. OX1 3TA, UK Email: mark.moloney@chem.ox.ac.uk

,

Miroslav Genov

^cOxford Antibiotic Group, The Oxford Science Park, Magdalen Centre, Oxford OX4 4GA, UK

,

Alexander Pretsch

^cOxford Antibiotic Group, The Oxford Science Park, Magdalen Centre, Oxford OX4 4GA, UK

,

Dagmar Pretsch

^cOxford Antibiotic Group, The Oxford Science Park, Magdalen Centre, Oxford OX4 4GA, UK

,

Mark G. Moloney∗

^aThe Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford. OX1 3TA, UK Email: mark.moloney@chem.ox.ac.uk

^bOxford Suzhou Centre for Advanced Research, Building A, 388 Ruo Shui Road, Suzhou Industrial Park, Jiangsu, 215123, P. R. of China

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Abstract

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Abstract

Bicyclic lactams may be prepared from serine or cysteine and 2-methylpropanal; the resulting S,N-heterocycles are more stable than the corresponding O,N-heterocycles but both are synthetic intermediates capable of further elaboration.

Key words

lactams - antibiotics - cyclisation - heterocycles

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References

References
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Supporting Information