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Pyrrolizidines by Rearrangement of β‐Lactams
Author(s) -
Cavagna Friedrich,
Linkies Adolf,
Pietsch Hartmut,
Reuschling Dieter
Publication year - 1980
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198001291
Subject(s) - steric effects , ring (chemistry) , lactam , chemistry , salt (chemistry) , stereochemistry , organic chemistry
1,5,5‐Trifunctionalized pyrrolizidines are formed via ring expansion from the β‐lactam (1) in the presence of NaOCH 3 . The action of acids produces the salt (2) . Sterically uniform 1,5‐pyrrolizidinedicarboxylic acid can be obtained from the ester (3) .