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Phenylaziridine as a Masked 1,3 Dipole in Reactions with Nonactivated Alkenes
Author(s) -
Ungureanu Ioana,
Klotz Philippe,
Mann André
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 - 10.1002/1521-3773(20001215)39:24<4615::aid-anie4615>3.0.co;2-v
Subject(s) - reactivity (psychology) , dipole , chemistry , content (measure theory) , tosyl , alkene , computational chemistry , organic chemistry , computer science , medicinal chemistry , mathematics , medicine , catalysis , mathematical analysis , alternative medicine , pathology
Really a carboamination , that is the end result of the reaction of N ‐tosyl‐2‐phenylaziridine ( 1 ) with various alkenes in the presence of BF 3 ⋅Et 2 O to produce substituted pyrrolidines. With methylenecycloalkenes such as 2 , the spiropyrrolidine 3 is conveniently accessible in good yields. In these reactions 1 has the reactivity of an electron‐poor 1,3 dipole.