SYNTHETIC UTILITY OF A FLUORINE-FACILITATED CLAISEN REARRANGEMENT: A NOVEL SYNTHETIC METHOD FOR 2,4-ALKADIENOIC ACIDS USING 2,2,2-TRIFLUOROETHYL PHENYL SULFOXIDE
- 5 September 1981
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 10 (9) , 1289-1292
- https://doi.org/10.1246/cl.1981.1289
Abstract
A novel synthetic method for 2,4-alkadienoic acids from allylic alcohols and 2,2,2-trifluoroethyl phenyl sulfoxide is described which involves the in situ Claisen rearrangement facilitated by the fluorine. This method was applied to the stereocontrolled synthesis of pellitorine, a natural insecticide.This publication has 5 references indexed in Scilit:
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