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Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B

Inman, Martyn; Dexter, Hannah L.; Moody, Christopher J.

Authors

Martyn Inman

Hannah L. Dexter

Christopher J. Moody



Abstract

The cyclic dodecapeptides wewakazole and wewakazole B have been synthesized by a divergent strategy via a common tris-proline containing oxazole octapeptide and two separate bisoxazole containing tetrapeptide units, followed by peptide coupling and macrocyclization. The three oxazole amino acid fragments are readily accessible by rhodium(II)-catalysed amide N–H insertion of diazocarbonyl compounds, or by the cycloaddition of rhodium carbenoids with nitriles.

Citation

Inman, M., Dexter, H. L., & Moody, C. J. (2017). Total synthesis of the cyclic dodecapeptides wewakazole and wewakazole B. Organic Letters, 19(13), 3454-3457. https://doi.org/10.1021/acs.orglett.7b01393

Journal Article Type Article
Acceptance Date Jun 6, 2017
Online Publication Date Jun 15, 2017
Publication Date Jul 7, 2017
Deposit Date Jul 11, 2017
Publicly Available Date Jul 11, 2017
Journal Organic Letters
Print ISSN 1523-7060
Electronic ISSN 1523-7052
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 19
Issue 13
Pages 3454-3457
DOI https://doi.org/10.1021/acs.orglett.7b01393
Public URL http://eprints.nottingham.ac.uk/id/eprint/44072
Publisher URL http://pubs.acs.org/doi/abs/10.1021/acs.orglett.7b01393
Copyright Statement Copyright information regarding this work can be found at the following address: http://eprints.nottingham.ac.uk/end_user_agreement.pdf

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ChrisMoody Total Synthesis of the Cyclic.pdf (1.2 Mb)
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Copyright Statement
Copyright information regarding this work can be found at the following address: http://eprints.nottingham.ac.uk/end_user_agreement.pdf


ChrisMoody Total Synthesis of the Cyclic.pdf (1.3 Mb)
PDF

Copyright Statement
Copyright information regarding this work can be found at the following address: http://eprints.nottingham.ac.uk/end_user_agreement.pdf





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