Premium
A Novel Synthesis of 2‐Aminomethyl‐1,3‐butadienes from N,O ‐Acetals
Author(s) -
Arenz Thomas,
Frauenrath Herbert
Publication year - 1990
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.199009321
Subject(s) - isomerization , chemistry , intramolecular force , base (topology) , catalysis , mannich reaction , mannich base , medicinal chemistry , organic chemistry , stereochemistry , mathematics , mathematical analysis
The synthesis of 2‐aminomethyl‐1,3‐butadienes 3 can be achieved surprisingly easily , namely from unsaturated N,O ‐acetals 1 under the conditions of base‐catalyzed CC isomerization. β‐Aminocarbonyl compounds 2 probably occur as intermediates, which are formed by a hovel variant of the intramolecular Mannich reaction.