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Novel One‐Pot Access to Diastereoisomeric Tertiary Phospholanes Oxides by Using Enantiomerically Pure Phospholane Oxides Under Catalyst‐Free Conditions
Author(s) -
Lakoud Samia Guezane,
Aissa Rim,
Guillot Regis,
Toffano Martial,
AribiZouioueche Louisa
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201903760
Subject(s) - diastereomer , enantiopure drug , catalysis , condensation , reaction conditions , chemistry , condensation reaction , medicinal chemistry , organic chemistry , enantioselective synthesis , physics , thermodynamics
For the first time, enantiopure 1‐ r ‐oxo‐2‐ c ,5‐ t ‐diphenylphospholane was introduced as nucleophile in the multicomponent condensation reaction. Diastereoisomers of 2,5‐diphenyl‐1‐oxo‐1‐[alkylphenyl‐1‐(phenylamino) methyl] phospholane derivatives were synthesized by one‐pot process from aromatic aldehydes, anilines and enantiopure1‐ r ‐oxo‐2‐ c ,5‐ t ‐diphenylphospholane under green and eco‐compatible conditions. The reaction proceeds under catalyst‐free conditions at room temperature within very short time (3 min) in excellent yields (up to 95%). An X‐ray crystal structure has been obtained for 2,5‐diphenyl‐1‐oxo‐1‐[phenyl (phenylamino) methyl] phospholane.