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Nomura, Hiroshi and Richards, Christopher J. 
ORCID: https://orcid.org/0000-0001-7899-4082
(2009)
Asymmetric synthesis of unsaturated monocyclic and bicyclic nitrogen heterocycles.
Organic Letters, 11 (13).
pp. 2892-2895.
ISSN 1523-7052
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Abstract
Hydrolysis of scalemic trichloroacetamides Cl3CCONHCH(R)CHCH2 and allylation, or acylation with but-3-enoic acid, followed by ring-closing metathesis resulted in the formation of unsaturated pyrrolidine and piperidine building blocks. These were employed in the synthesis of (S)-coniine (R = Pr) and a formal synthesis of (+)-anisomycin (R = p-MeOC6H4). Extension of this methodology with R = CH2CHCH2 employing two ring-closing metatheses resulted in the synthesis of unsaturated quinolizidinone and indolizidinone frameworks.
| Item Type: | Article |
|---|---|
| Faculty \ School: | Faculty of Science > School of Chemistry (former - to 2024) |
| UEA Research Groups: | Faculty of Science > Research Groups > Chemistry of Materials and Catalysis Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017) |
| Related URLs: | |
| Depositing User: | Rachel Smith |
| Date Deposited: | 29 Mar 2011 10:42 |
| Last Modified: | 20 Dec 2024 00:46 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/27397 |
| DOI: | 10.1021/ol900880w |
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