Vinylogous Reactivity of Cyclic 2-Enones: Organocatalysed Asymmetric Addition to 2-Enals to Synthesize Fused Carbocycles.
[3+3]-annulations
bicyclo[4,3,0]nonanes
bicyclo[4,4,0]decanes
organocatalysis
vinylogous reactivity
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
13 05 2019
13 05 2019
Historique:
received:
13
02
2019
revised:
06
03
2019
pubmed:
16
3
2019
medline:
16
3
2019
entrez:
16
3
2019
Statut:
ppublish
Résumé
A method for asymmetric and site selective annulations at the γ and γ' positions of cyclic 2-enones with α,β-unsaturated aldehydes has been developed. The organocatalysed [3+3]-annulations proceed with high levels of regio-, diastereo-, and enantioselectivity, affording a series of high value fused carbocycles. Further elaboration gave key lactones (both bridged and fused).
Identifiants
pubmed: 30875142
doi: 10.1002/anie.201901902
doi:
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
6742-6746Subventions
Organisme : FP7 Ideas: European Research Council
ID : 277588
Pays : International
Organisme : Alexander S. Onassis Public Benefit Foundation
ID : G ZM 063-1/2016-2017
Pays : International
Organisme : Greek General Secretariat of Research and Technology
ID : KA: 4143
Pays : International
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.