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Approaches toward the synthesis of 2,5‐disubstituted‐1,3‐thiazolidines
Author(s) -
Faury Philippe,
Camplo Michel,
Charvet AnneSophie,
Mourier Nicolas,
Barthelemy Philippe,
Graciet JeanChristophe,
Kraus JeanLouis
Publication year - 1994
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570310630
Subject(s) - chemistry , thiazolidine , steric effects , substituent , conformational isomerism , ring (chemistry) , stereochemistry , computational chemistry , electronic effect , combinatorial chemistry , organic chemistry , molecule
Synthetic approaches for new 2,5‐disubstituted‐1,3‐thiazolidines are described. Steric and electronic effects of the N ‐substituent of the thiazolidine ring represent the major parameter in the rearrangement process. The nmr studies demonstrate that N ‐unsubstituted 2,5‐disubstituted‐1,3‐thiazolidines exist as epimeric mixture, while the corresponding N ‐acetylated analogues exist as a conformer mixture.