Exploration of flow reaction conditions using machine-learning for enantioselective organocatalyzed Rauhut-Currier and [3+2] annulation sequence.


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
28 Jan 2020
Historique:
pubmed: 7 1 2020
medline: 7 1 2020
entrez: 7 1 2020
Statut: ppublish

Résumé

A highly atom-economical enantioselective organocatalyzed Rauhut-Currier and [3+2] annulation sequence has been established by using a flow system. Suitable flow conditions were explored through reaction screening of multiple parameters using machine learning. Eventually, functionalized chiral spirooxindole analogues were obtained in high yield with good ee as a single diastereomer within one minute.

Identifiants

pubmed: 31903462
doi: 10.1039/c9cc08526b
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

1259-1262

Commentaires et corrections

Type : ErratumIn

Auteurs

Masaru Kondo (M)

Department of Synthetic Organic Chemistry, The Institute of Scientific and Industrial Research (ISIR), Osaka University, Mihogaoka, Ibaraki, Osaka 567-0047, Japan. taki@sanken.osaka-u.ac.jp sasai@sanken.osaka-u.ac.jp.

Classifications MeSH