Uses
Dicyclohexylborane is a reducing reagent such as in the synthesis of chlorosulfolipid products such as deschloromytilipin A.
Synthesis Reference(s)
Journal of the American Chemical Society, 95, p. 6876, 1973
DOI: 10.1021/ja00801a081
Reactivity Profile
Dicyclohexylborane is a reagent for the reduction of ketones and α,β-unsaturated ketones; it is used for the hydroboration of alkynes, alkenes, and allenes.
Synthesis
Dicyclohexylborane is a stable white solid available via the hydroboration of cyclohexene with either Borane-Tetrahydrofuran or Borane-Dimethyl Sulfide. Recently, dicyclohexylborane has been prepared via the hydroboration of cyclohexene with borane-1,4-thioxane.
Precautions
Dicyclohexylborane must be used immediately upon generation or stored as a solid under dry nitrogen. Use in a fume hood.