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Evidence for conformational isomerism. II. Synthesis of 1‐alkyl‐2‐carboazetidines using organolithium reagents
Author(s) -
Cromwell Norman H.,
Podraza Kenneth F.,
Soriano David S.,
Rodebaugh Richard M.
Publication year - 1980
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.5570170626
Subject(s) - chemistry , reagent , alkyl , yield (engineering) , organolithium compounds , organic chemistry , combinatorial chemistry , computational chemistry , stereochemistry , ion , thermodynamics , physics , deprotonation
Treatment of 1‐alkylazetidine‐2‐carboxylic acids with several organolithium reagents leads to the corresponding 1‐alkyl‐2‐carboazetidines in near quantitative yield. Additional evidence is presented for conformational isomerism in the title compounds on the basis of infrared carbonyl stretching frequencies.