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Iron‐Mediated Diastereoselective Spiroannelations with Vinylogous Urethanes – A Novel Access to Spiroannelated Carbo‐ and Heterocycles
Author(s) -
Knölker HansJoachim,
Baum Elke,
Goesmann Helmut,
Gössel Hella,
Hartmann Konrad,
Kosub Mike,
Locher Ulrike,
Sommer Thomas
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(20000218)39:4<781::aid-anie781>3.0.co;2-a
Subject(s) - pyrrolidine , ring (chemistry) , salt (chemistry) , chemistry , derivative (finance) , reaction conditions , combinatorial chemistry , stereochemistry , medicinal chemistry , catalysis , organic chemistry , business , finance
The reaction of vinylogous urethanes with the iron complex salt 1 provides a large number of carbo‐ and heterospirocyclic ring systems stereoselectively. Thus, the spiroannelation of the pyrrolidine derivative 2 leads preferentially either to the spiroindolizidine 3 or to the spiroindole 4 , depending on the reaction conditions. X=4‐NO 2 ‐C 6 H 4 COO.