L-selectride
Sign in to saveAlso known as lithium tri-sec-butylborohydride
L-selectride is a organoboron compound with the chemical formula . A colorless salt, it is usually dispensed as a solution in THF. As a particularly basic and bulky borohydride, it is used for stereoselective reduction of ketones to alcohols. == Use in synthesis == Like other borohydrides, reductions are effected in two steps: delivery of the hydride equivalent to give the lithium alkoxide followed by hydrolytic workup:
Wikidata facts
- Mass
- 190.244
Show 3 more facts
- chemical formula
- C₁₂H₂₈BLi
- Commons category
- L-selectride
- canonical SMILES
- [Li+].[BH-](C(C)CC)(C(C)CC)C(C)CC
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4 sectionsContents
- Use in synthesis
- Related compounds
- Related compounds
- References
L-selectride is a organoboron compound with the chemical formula . A colorless salt, it is usually dispensed as a solution in THF. As a particularly basic and bulky borohydride, it is used for stereoselective reduction of ketones to alcohols. == Use in synthesis == Like other borohydrides, reductions are effected in two steps: delivery of the hydride equivalent to give the lithium alkoxide followed by hydrolytic workup:
The selectivity of this reagent is illustrated by its reduction of all three methylcyclohexanones to the less stable methylcyclohexanols in >98% yield.