Cu-Catalyzed Asymmetric Synthesis of γ-Amino Alcohols Featuring Tertiary Carbon Stereocenters.


Journal

Organic letters
ISSN: 1523-7052
Titre abrégé: Org Lett
Pays: United States
ID NLM: 100890393

Informations de publication

Date de publication:
30 Aug 2024
Historique:
medline: 31 8 2024
pubmed: 31 8 2024
entrez: 30 8 2024
Statut: aheadofprint

Résumé

Alkyne-functionalized oxetanes are presented as versatile substrates that in combination with amine reagents can be transformed into structurally diverse, chiral γ-amino alcohols featuring a tetrasubstituted tertiary stereocenter under Cu catalysis. Control experiments demonstrate the privileged nature of these oxetane precursors in terms of yield and asymmetric induction levels in the developed protocol, and postsynthetic modifications offer an easy way to access more advanced synthons.

Identifiants

pubmed: 39213514
doi: 10.1021/acs.orglett.4c02682
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Alejandro Delgado (A)

Institute of Chemical Research of Catalonia (ICIQ-Cerca), the Barcelona Institute of Science and Technology (BIST), 43007 - Tarragona, Spain.
Departament de Química Física i Inorgànica, Universitat Rovira i Virgili, 43007 Tarragona, Spain.

Paolo Orlando (P)

Institute of Chemical Research of Catalonia (ICIQ-Cerca), the Barcelona Institute of Science and Technology (BIST), 43007 - Tarragona, Spain.
Department of Chemistry, Università degli Studi di Milano, Via Camillo Golgi, 19, 20133 Milano, Italy.

Matteo Lanzi (M)

Institute of Chemical Research of Catalonia (ICIQ-Cerca), the Barcelona Institute of Science and Technology (BIST), 43007 - Tarragona, Spain.

Jordi Benet-Buchholz (J)

Institute of Chemical Research of Catalonia (ICIQ-Cerca), the Barcelona Institute of Science and Technology (BIST), 43007 - Tarragona, Spain.

Daniele Passarella (D)

Department of Chemistry, Università degli Studi di Milano, Via Camillo Golgi, 19, 20133 Milano, Italy.

Arjan W Kleij (AW)

Institute of Chemical Research of Catalonia (ICIQ-Cerca), the Barcelona Institute of Science and Technology (BIST), 43007 - Tarragona, Spain.
Catalan Institute of Research and Advanced Studies (ICREA), Pg. Lluis Companys 23, 08010 Barcelona, Spain.

Classifications MeSH