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Synthesis 2005(13): 2253-2263
DOI: 10.1055/s-2005-872076
DOI: 10.1055/s-2005-872076
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart · New York
Towards the Syntheses of α-Trifluoromethylated Oxygenated Heterocycles and Their Precursors
Further Information
Received
21 June 2005
Publication Date:
20 July 2005 (online)
Publication History
Publication Date:
20 July 2005 (online)
Abstract
The possibilities of synthesizing various α-trifluoromethylated oxygenated heterocycles, starting from trifluoroacetaldehyde methyl hemiacetal, through classic cyclization reactions, have been demonstrated. In this way, six-membered cyclic compounds, δ-lactones and also macrolactones, bearing a CF3 group in a position α to the oxygen could be easily obtained through a RCM reaction. Bicyclic compounds could be also synthesized by an intramolecular Pauson-Khand reaction.
Key words
fluorine - metathesis - cyclizations - oxygenated heterocycles - trifluoroacetaldehyde
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