Barton-McCombie deoxygenation
GPTKB entity
Statements (25)
| Predicate | Object |
|---|---|
| gptkbp:instanceOf |
gptkb:chemical_compound
|
| gptkbp:alsoKnownAs |
gptkb:Barton_deoxygenation
|
| gptkbp:alternativeTo |
tris(trimethylsilyl)silane
phosphorus hydrides |
| gptkbp:application |
total synthesis
natural product synthesis |
| gptkbp:category |
name reaction in organic chemistry
deoxygenation reaction |
| gptkbp:convertedTo |
alcohol to alkane
|
| gptkbp:discoveredIn |
1975
|
| https://www.w3.org/2000/01/rdf-schema#label |
Barton-McCombie deoxygenation
|
| gptkbp:keyIntermediate |
xanthate ester
thionoester |
| gptkbp:mechanismOfAction |
radical chain mechanism
|
| gptkbp:namedAfter |
gptkb:Derek_Barton
gptkb:Stuart_W._McCombie |
| gptkbp:reactant |
gptkb:AIBN
tributyltin hydride |
| gptkbp:removesFunctionalGroup |
hydroxyl group
|
| gptkbp:riskFactor |
tributyltin hydride is toxic
|
| gptkbp:step |
alcohol converted to xanthate ester
xanthate ester reduced to alkane |
| gptkbp:type |
radical reaction
|
| gptkbp:bfsParent |
gptkb:Derek_Barton
|
| gptkbp:bfsLayer |
6
|