Journal article
Extension of hydrogen borrowing alkylation reactions for the total synthesis of (–)-γ-lycorane
- Abstract:
- The total synthesis of (–)-γ-lycorane (10 steps) and synthesis of (±)- γ-lycorane (8 steps) was completed from cyclohexenone. A new two step hydrogen borrowing alkylation of an aziridinyl alcohol, coupled with a Ph* deprotection/cyclisation procedure was developed for de novo formation of the fused 6,5 heterocyclic ring. This work is one of the first examples of hydrogen borrowing C-C bond formation being used as a key step in a total synthesis project.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, pdf, 2.5MB, Terms of use)
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- Publisher copy:
- 10.1039/D2CC01248K
Authors
- Publisher:
- Royal Society of Chemistry
- Journal:
- Chemical Communications More from this journal
- Volume:
- 58
- Pages:
- 4966-4968
- Publication date:
- 2022-03-29
- Acceptance date:
- 2022-03-23
- DOI:
- EISSN:
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1364-548X
- ISSN:
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1359-7345
- Language:
-
English
- Keywords:
- Pubs id:
-
1246965
- Local pid:
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pubs:1246965
- Deposit date:
-
2022-03-23
- ARK identifier:
Terms of use
- Copyright holder:
- The Royal Society of Chemistry
- Copyright date:
- 2022
- Rights statement:
- © The Royal Society of Chemistry 2022. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
- Licence:
- CC Attribution (CC BY)
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