Journal article

Synthesis of the Tetracyclic Core of the Daphlongeranines

Abstract:: The first synthesis of the tetracyclic core of the daphlongeranine natural product family is reported. Containing a tricyclic core unique to this subfamily of the Daphniphyllum alkaloids and featuring two quaternary carbons, this 11-step synthetic route featured the application of a three-step spirocyclization strategy and development of a new intramolecular Pd-catalyzed cyclization reaction. Additionally, the route included the application of an XAT-initiated Giese addition and demonstration of an enantioselective synthesis of the bicyclic core.

Publication status:: Published

Peer review status:: Peer reviewed

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APA Style

Shennan, B. D. A., Smith, P. W., Ogura, Y., Källström, E. A., Moustakim, M., Balan, T., & Dixon, D. J. (2025). Synthesis of the Tetracyclic Core of the Daphlongeranines. Organic Letters, 27(41), 11485–11490.

MLA Style

Shennan, BDA, et al. “Synthesis of the Tetracyclic Core of the Daphlongeranines.” Organic Letters, vol. 27, no. 41, 2025, pp. 11485–90.

Chicago Style

Shennan, BDA, PW Smith, Y Ogura, et al. 2025. “Synthesis of the Tetracyclic Core of the Daphlongeranines.” Organic Letters 27 (41): 11485–90.
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Files:: Shennan_et_al_2025_Synthesis_of_the.pdf

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Publisher copy:: 10.1021/acs.orglett.5c03362

Authors

+ Shennan, BDA More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Chemistry Research Laboratory
Role:: Author
ORCID:: 0000-0003-4516-0510

+ Smith, PW More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Chemistry Research Laboratory
Role:: Author

+ Ogura, Y More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Chemistry Research Laboratory
Role:: Author

+ Källström, EA More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Chemistry Research Laboratory
Role:: Author

+ Moustakim, M More by this author

Institution:: University of Oxford
Division:: MPLS
Department:: Chemistry
Sub department:: Chemistry Research Laboratory
Role:: Author

More authors...

+ European Commission More from this funder

Funder identifier:: https://ror.org/00k4n6c32

+ Diamond Light Source More from this funder

Funder identifier:: https://ror.org/05etxs293

+ Defence Science and Technology Laboratory More from this funder

Funder identifier:: https://ror.org/04jswqb94

+ Engineering and Physical Sciences Research Council More from this funder

Funder identifier:: https://ror.org/0439y7842

Publisher:: American Chemical Society
Journal:: Organic Letters More from this journal
Volume:: 27
Issue:: 41
Pages:: 11485-11490
Publication date:: 2025-10-07
Acceptance date:: 2025-09-22
DOI:: 10.1021/acs.orglett.5c03362
EISSN:: 1523-7052
ISSN:: 1523-7060

Language:: English
Pubs id:: 2299170
UUID:: uuid_633d21a6-e638-4e54-8a15-6937fd540575
Local pid:: pubs:2299170
Source identifiers:: 3390483
Deposit date:: 2025-10-20
ARK identifier:: ark:/29072/ora_633d21a6e6384e548a156937fd540575

Terms of use

Copyright date:: 2025

Licence:: CC Attribution (CC BY)

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