Overall Score4
  • Generality
  • Reagent Availability
  • Experimental User Friendliness
  • General Characteristic

The reagents having the formula M[HB(sec-Bu)3] are used as reducing agents. There are three types with different cations: L-Selectride (lithium), N-Selectride (sodium), and K-Selectride (potassium).

Because of the sec-butyl groups, these reducing agents are sensitive to steric influences and often allow for chemo- and stereoselective reductions.

  • General References

  • Reaction Mechanism

  • Examples

The chemoselectivity of M-Selectride reduction is strongly influenced by the steric and solvent factors.

The stereoselectivity is particularly high in the reduction of conformationally restricted cyclic ketones.

The stereoselectivity follows the Felkin-Anh model.