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Synthesis of Novel Steroid Alkaloids by Cyclization of Arylimines from Estrone
Author(s) -
Wölfling János,
Frank Éva,
Schneider Gyula,
Tietze Lutz F.
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199911)1999:11<3013::aid-ejoc3013>3.0.co;2-h
Subject(s) - chemistry , substituent , steroid , estrone , lewis acids and bases , intramolecular force , stereochemistry , brønsted–lowry acid–base theory , catalysis , medicinal chemistry , organic chemistry , hormone , biochemistry
Intramolecular Lewis or Brønsted acid‐catalyzed cyclization reactions of steroid arylimines 6 yielded either tetrahydroquinolines condensed to the estrane skeleton 9 or N ‐arylamino‐ D ‐homosteroids 12–16 , depending on the substituent of the arylimino group.