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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.
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.
- Sodium Borohydride
- Borane Complex (BH3・L)
- Diisobutylaluminium hydride
- Lithium Alminum Hydride (LAH)
- L-Selectride – Wikipedia