Octet

Octet / Reagents

L-Selectride

L-Selectride (Li[sec-Bu₃BH]) - reducing reagent. Stereoselective reduction of ketones. Common uses: Ketone → Alcohol (stereoselective), Reduction from less hindered face. Bulky hydride source. Gives equatorial alcohol from cyclohexanones. K-Selectride is anal...

Reducing

Reagent details

Name

L-Selectride

Formula

Li[sec-Bu₃BH]

Category

Reducing

Function

Stereoselective reduction of ketones

Common Uses

  1. Ketone → Alcohol (stereoselective)

  2. Reduction from less hindered face

Notes

Bulky hydride source. Gives equatorial alcohol from cyclohexanones. K-Selectride is analogous.

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Reagents

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DIBAL-H

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H₂/Pd (Catalytic Hydrogenation)

H₂/Pd (Catalytic Hydrogenation) (H₂ + Pd/C) - reducing reagent. Reduction of C=C, C≡C, and some functional groups. Common uses: Alkene → Alkane, Alkyne → Alkane, Nitro → Amine (ArNO₂ → ArNH₂), Benzyl groups removed (hydrogenolysis). Syn addition. Also works w...

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Lindlar Catalyst

Lindlar Catalyst (Pd/CaCO₃/Pb) - reducing reagent. Partial reduction of alkynes to cis-alkenes. Common uses: Alkyne → cis-Alkene (stops at alkene). Poisoned catalyst - lead prevents over-reduction. Syn addition gives cis product.

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Dissolving Metal (Na/NH₃)

Dissolving Metal (Na/NH₃) (Na + NH₃(l)) - reducing reagent. Reduction of alkynes to trans-alkenes. Common uses: Alkyne → trans-Alkene. Birch reduction conditions. Liquid ammonia at -33°C. Radical mechanism gives trans product.

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