One‐Pot Synthesis of Chiral Aziridines by a Domino Reaction by Using Desulfonylative Formation on the  N ‐Tosyl Imine of Chloroacetaldehyde with an Asymmetric Mannich Reaction as a Key Step | Zendy

Hayashi Yujiro | Zendy; Urushima Tatsuya | Zendy; Sakamoto Daisuke | Zendy; Torii Kou | Zendy; Ishikawa Hayato | Zendy

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One‐Pot Synthesis of Chiral Aziridines by a Domino Reaction by Using Desulfonylative Formation on the N ‐Tosyl Imine of Chloroacetaldehyde with an Asymmetric Mannich Reaction as a Key Step

Author(s) -

Hayashi Yujiro,

Urushima Tatsuya,

Sakamoto Daisuke,

Torii Kou,

Ishikawa Hayato

Publication year - 2011

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201101668

Subject(s) - aziridine , tosyl , imine , chemistry , silylation , combinatorial chemistry , domino , enantioselective synthesis , organic chemistry , medicinal chemistry , catalysis , ring (chemistry)

Aziridines with ease : A one‐pot synthesis of chiral aziridine derivatives with excellent diastereo‐ and enantioselectivities was developed through uninterrupted sequential reactions, including desulfonylative formation of the N ‐Ts imine derived from chloroacetaldehyde, a diarylprolinol silyl ether mediated asymmetric Mannich reaction, reduction, and aziridine formation (see scheme; Ts=tosyl).

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