A synthetic approach to ervatamine-silicine alkaloids. Enantioselective total synthesis of (-)-episilicine

dc.contributor.author
Amat Tusón, Mercedes
dc.contributor.author
Llor Brunés, Núria
dc.contributor.author
Checa Castaño, Begoña
dc.contributor.author
Molins i Grau, Elies
dc.contributor.author
Bosch Cartes, Joan
dc.date.issued
2020-06-04T17:03:03Z
dc.date.issued
2020-06-04T17:03:03Z
dc.date.issued
2010-01-01
dc.date.issued
2020-06-04T17:03:03Z
dc.identifier
0022-3263
dc.identifier
https://hdl.handle.net/2445/164358
dc.identifier
579163
dc.identifier
19968261
dc.description.abstract
Starting from an appropriate unsaturated phenylglycinol-derived oxazolopiperidone lactam, the synthesis of (-)-16-episilicine is reported, the key steps being a stereoselective conjugate addition, a stereoselective alkylation, and a ring-closing metathesis reaction. This represents the first enantioselective total synthesis of an alkaloid of the silicine group.
dc.format
12 p.
dc.format
application/pdf
dc.language
eng
dc.publisher
American Chemical Society
dc.relation
Versió postprint del document publicat a: https://doi.org/10.1021/jo902346j
dc.relation
Journal of Organic Chemistry, 2010, vol. 75, num. 1, p. 178-189
dc.relation
https://doi.org/10.1021/jo902346j
dc.rights
(c) American Chemical Society , 2010
dc.rights
info:eu-repo/semantics/openAccess
dc.source
Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
dc.subject
Alcaloides
dc.subject
Lactames
dc.subject
Síntesi asimètrica
dc.subject
Alkaloids
dc.subject
Lactams
dc.subject
Asymmetric synthesis
dc.title
A synthetic approach to ervatamine-silicine alkaloids. Enantioselective total synthesis of (-)-episilicine
dc.type
info:eu-repo/semantics/article
dc.type
info:eu-repo/semantics/acceptedVersion


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