Computation and structural elucidation of compounds formed via epoxide alcoholysis.
13C NMR
1H NMR
DP4
MAE
epoxide
isobenzofuranone
phthalides
γ-lactones
Journal
Magnetic resonance in chemistry : MRC
ISSN: 1097-458X
Titre abrégé: Magn Reson Chem
Pays: England
ID NLM: 9882600
Informations de publication
Date de publication:
04 2019
04 2019
Historique:
received:
09
11
2018
revised:
11
12
2018
accepted:
13
12
2018
pubmed:
24
12
2018
medline:
24
12
2018
entrez:
22
12
2018
Statut:
ppublish
Résumé
Isobenzofuranones are known for their wide range of biological activities such as fungicide, insecticide, and anticancer. The search for novel bioactive compounds was performed by reaction of epoxide 2 with methanol, ethanol, propan-1-ol, propan-2-ol, and butan-1-ol. The mechanism for the stereoselective and stereospecific epoxide opening with methanol was reasoned by calculating the transition states for the two putative structures (rac)-3a and (rac)-3b. The compound (rac)-3a is the kinetic product as inferred from the lower energies of its transition state (TS1). The
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
S101-S107Subventions
Organisme : Conselho Nacional de Desenvolvimento Científico e Tecnológico
Pays : International
Organisme : Coordenação de Aperfeiçoamento de Pessoal de Nível Superior
Pays : International
Organisme : Fundação de Amparo à Pesquisa do Estado de Minas Gerais
Pays : International
Informations de copyright
© 2018 John Wiley & Sons, Ltd.