Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation
The first asymmetric synthesis of (−)-dihydrogambirtannine has been achieved using nucleophilic addition to a chiral sulfinyl imine to establish the stereogenic centre and [2 + 2 + 2] alkyne cyclotrimerisation to construct the aromatic E ring.
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sg-ntu-dr.10356-1829862025-03-14T15:32:09Z Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation Seankongsuk, Pattarakiat Sae-Lao, Patcharaporn He, Shi Pereira, Veronica Bates, Roderick W. School of Chemistry, Chemical Engineering and Biotechnology Chemistry The first asymmetric synthesis of (−)-dihydrogambirtannine has been achieved using nucleophilic addition to a chiral sulfinyl imine to establish the stereogenic centre and [2 + 2 + 2] alkyne cyclotrimerisation to construct the aromatic E ring. National Research Foundation (NRF) Published version We thank the National Research Foundation, Singapore, NRF Competitive Research Programme (CRP), grant numbers NRF-CRP27-2021-0002 and NRF-CRP18-2017-01, for financial support. We thank NTU for support. V. P. thanks the URECA programme of NTU. 2025-03-13T08:14:20Z 2025-03-13T08:14:20Z 2025 Journal Article Seankongsuk, P., Sae-Lao, P., He, S., Pereira, V. & Bates, R. W. (2025). Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation. Organic & Biomolecular Chemistry. https://dx.doi.org/10.1039/D5OB00162E 1477-0539 https://hdl.handle.net/10356/182986 10.1039/D5OB00162E en NRF-CRP27-2021-0002 NRF-CRP18-2017-01 Organic & Biomolecular Chemistry © The Royal Society of Chemistry 2025. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. application/pdf |
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Chemistry Seankongsuk, Pattarakiat Sae-Lao, Patcharaporn He, Shi Pereira, Veronica Bates, Roderick W. Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation |
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The first asymmetric synthesis of (−)-dihydrogambirtannine has been achieved using nucleophilic addition to a chiral sulfinyl imine to establish the stereogenic centre and [2 + 2 + 2] alkyne cyclotrimerisation to construct the aromatic E ring. |
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School of Chemistry, Chemical Engineering and Biotechnology |
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School of Chemistry, Chemical Engineering and Biotechnology Seankongsuk, Pattarakiat Sae-Lao, Patcharaporn He, Shi Pereira, Veronica Bates, Roderick W. |
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Article |
author |
Seankongsuk, Pattarakiat Sae-Lao, Patcharaporn He, Shi Pereira, Veronica Bates, Roderick W. |
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Seankongsuk, Pattarakiat |
title |
Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation |
title_short |
Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation |
title_full |
Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation |
title_fullStr |
Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation |
title_full_unstemmed |
Synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation |
title_sort |
synthesis of dihydrogambirtannine by alkyne [2 + 2 + 2]-cyclotrimerisation |
publishDate |
2025 |
url |
https://hdl.handle.net/10356/182986 |
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1827070707077480448 |