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Sterisch gehinderte Pyrrolidine. Umsetzung von 2,5,5‐Trimethyl‐1‐pyrrolin‐1‐oxid mit α‐Chloracrylnitril
Author(s) -
Schneider Hermann
Publication year - 1982
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19820650310
Subject(s) - chemistry , ketene , nitrone , pyrrolidine , medicinal chemistry , organic chemistry , cycloaddition , catalysis
Reaction of the nitrone 1 with α‐chloroacrylonitrile ( 4 ) as ketene equivalent yields the 5‐isoxazolidinone 2a and the α‐chloroimine 5 . The mechanism of the reaction is discussed. The compound 2a is useful for the synthesis of hindered pyrrolidines 3 .