L/N/K-Selectride

• 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.

• Experimental Procedure

• Experimental Tips

• References

• Related Reactions

• Red-Al
• Sodium Borohydride
• Borane Complex (BH₃・L)
• Diisobutylaluminium hydride
• Lithium Alminum Hydride (LAH)

• Related Books

• External Links

• L-Selectride – Wikipedia

 

reduction, Selectride