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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.