Fluorous synthesis of allylic fluorides: C-F bond formation as the detagging process.
A novel fluorous tagging-detagging strategy has been developed featuring a fluorination as the detagging process; fluorous allylsilanes were prepared by cross-metathesis and subsequently subjected to electrophilic fluorodesilylation; Selectfluor was used as the detagging reagent; the resulting allylic fluorides were successfully purified by fluorous solid phase extraction.
Boldon
Sophie
S
Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, UKOX1 3TA.
Moore
Jane E
JE
Gouverneur
Véronique
V
D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D002384:Catalysis; D005459:Fluorides / Q000737:chemistry*; D054879:Halogenation; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D052616:Solid Phase Extraction
D000475:Alkenes; D012821:Silanes; C511847:allylsilane; D005459:Fluorides