Novel One‐Pot Access to Diastereoisomeric Tertiary Phospholanes Oxides by Using Enantiomerically Pure Phospholane Oxides Under Catalyst‐Free Conditions | Zendy

Lakoud Samia Guezane | Zendy; Aissa Rim | Zendy; Guillot Regis | Zendy; Toffano Martial | Zendy; AribiZouioueche Louisa | Zendy

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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 , chemistry , condensation reaction , reaction conditions , organic chemistry , medicinal 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.

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