1996
DOI: 10.1016/0040-4020(95)00911-q
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Stereospecific synthesis of 1-fluoro olefins via (fluorovinyl)stannanes and an unequivocal NMR method for the assignment of fluoro olefin geometry

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Cited by 116 publications
(37 citation statements)
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“…Both FBDT and its carbanion have structures possessing an axial fluorine atom, which is contrary to its steric factors, as a result of n C -s* SAr negative hyperconjugation. We close with a brief discussion of the functionally equivalent McCarthy reagent, (EtO) 2 P(= O)CHFSO 2 Ph, [22] of which FBDT is essentially a sulfonyl analogue. The McCarthy reagent has been effectively used for…”
Section: Angewandte Chemiementioning
confidence: 99%
“…Both FBDT and its carbanion have structures possessing an axial fluorine atom, which is contrary to its steric factors, as a result of n C -s* SAr negative hyperconjugation. We close with a brief discussion of the functionally equivalent McCarthy reagent, (EtO) 2 P(= O)CHFSO 2 Ph, [22] of which FBDT is essentially a sulfonyl analogue. The McCarthy reagent has been effectively used for…”
Section: Angewandte Chemiementioning
confidence: 99%
“…Recently, a novel approach to the synthesis of terminal monofluorovinyl stannanes was achieved by the radical reaction of trin-butyltin hydride with the corresponding monofluorovinyl sulphone [12].…”
Section: Introductionmentioning
confidence: 99%
“…The condensation of fluoromethyl phenyl sulfone 14 with aldehyde 19 gave 1-fluorovinyl phenyl sulfones 20 in 93% yield which reacted with tributyltin hydride affording substituted 1-fluorovinylstannanes 21 in 71% yield (Scheme 8) [8]. Two stereoisomers were separable by silica gel chromatography.…”
Section: Synthesis Of Monofluoro Amino Acidsmentioning
confidence: 99%