Organocatalytic Asymmetric Synthesis of 2,5‐Disubstituted Oxazolidines | Zendy

Mukhopadhyay Soumendranath | Zendy; Pan Subhas Chandra | Zendy

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Organocatalytic Asymmetric Synthesis of 2,5‐Disubstituted Oxazolidines

Author(s) -

Mukhopadhyay Soumendranath,

Pan Subhas Chandra

Publication year - 2019

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201801440

Subject(s) - chemistry , hemiaminal , squaramide , bifunctional , intramolecular force , organocatalysis , enantioselective synthesis , alkyl , tosyl , oxazolidine , michael reaction , organic chemistry , catalysis , combinatorial chemistry

The first organocatalytic asymmetric synthesis of 2,5‐disubstituted oxazolidines has been developed via hemiaminal formation between alkyl aldehydes and N ‐tosyl aminomethyl enones followed by intramolecular oxa‐Michael reaction. Quinine derived bifunctional squaramide catalyst was found to be efficient for this reaction and a variety of alkyl aldehydes and N ‐tosyl aminomethyl enones were employed.

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