Ring opening of phenylaziridines with allylsilanes

Ring opening of phenylaziridines with allylsilanes

N-tosyl phenylaziridines are opened regioselectively with allylsilanes in presence of BF 3.Et 2O to form γ-amino olefins. During the reaction a formal [3+2] cycloaddition produced the corresponding pyrrolidines, amenable to the open chain compounds with TBAF. Graphic

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Bibliographic Details
Published in:Tetrahedron letters Vol. 37; no. 47; pp. 8493 - 8496
Main Authors: Schneider, Marie-Reine, Mann, André, Taddei, Maurizio
Format: Journal Article
Language:English
Published: Elsevier Ltd 18-11-1996
Online Access:Get full text
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Description
Summary:N-tosyl phenylaziridines are opened regioselectively with allylsilanes in presence of BF 3.Et 2O to form γ-amino olefins. During the reaction a formal [3+2] cycloaddition produced the corresponding pyrrolidines, amenable to the open chain compounds with TBAF. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(96)01975-2