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Electrophilic Fluorocyclization of Allyl Silanes
Author(s) -
Wilkinson Susan C.,
Lozano Oscar,
Schuler Marie,
Pacheco Maria C.,
Salmon Roger,
Gouverneur Véronique
Publication year - 2009
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/anie.200901795
Subject(s) - silanes , silylation , electrophile , chemistry , reagent , organic chemistry , cascade , medicinal chemistry , catalysis , silane , chromatography
A refreshing cascade : General fluorocyclization reactions will breathe new life into the use of fluorinated hetero‐ and carbocycles as pharmaceuticals and agrochemicals. Allyl silanes have now been shown to undergo fluorination–cyclization with NF reagents to give cis ‐ and trans ‐substituted fluorinated heterocycles selectively (see scheme). The correct choice of silyl group was critical to prevent competitive fluorodesilylation.