Enantioselective synthesis of 8-azabicyclo[3.2.1]octanes via asymmetric 1,3-dipolar cycloadditions of cyclic azomethine ylides using a dual catalytic system.
Chem Commun (Camb)
; 55(11): 1552-1555, 2019 Jan 31.
Article
em En
| MEDLINE
| ID: mdl-30560972
ABSTRACT
The first example of asymmetric 1,3-dipolar cycloadditions between diazo imine-derived cyclic azomethine ylides and acryloylpyrazolidinone using a rhodium(ii) complex/chiral Lewis acid binary system is reported. The asymmetric cycloadditions afforded optically active 8-oxabicyclo[3.2.1]octanes with high diastereo- and enantioselectivities (up to >99 1 dr, 99% ee). A switch of exo/endo-selectivity was observed depending on the diazo substrates.
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1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
Chem Commun (Camb)
Ano de publicação:
2019
Tipo de documento:
Article