Tandem Three-Component Synthesis of syn-1,2- and syn-1,3-Diol Derivatives.
one-pot reactions
polyols
reaction integration
synthetic methods
tandem reactions
Journal
Chemistry, an Asian journal
ISSN: 1861-471X
Titre abrégé: Chem Asian J
Pays: Germany
ID NLM: 101294643
Informations de publication
Date de publication:
16 Mar 2020
16 Mar 2020
Historique:
received:
02
12
2019
revised:
24
01
2020
pubmed:
6
2
2020
medline:
6
2
2020
entrez:
5
2
2020
Statut:
ppublish
Résumé
The development of efficient methods for stereocontrolled synthesis of polyol derivatives has been of continuing interest for the synthetic community. We describe herein tandem olefin cross-metathesis/hemiacetalization/intramolecular oxa-Michael addition of allylic/homoallylic alcohols, α,β-unsaturated ketones, and aldehydes, which enabled the synthesis of syn-1,2- and syn-1,3-diol derivatives in a step-economical manner. A series of differentially protected polyol derivatives could be obtained in subsequent transformations via chemoselective/regioselective cleavage of the acetal moiety of the tandem reaction products.
Identifiants
pubmed: 32017460
doi: 10.1002/asia.201901660
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
807-819Subventions
Organisme : KAKENHI
ID : JP17K01941
Informations de copyright
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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