Acetylthiomethyl-diphenylphosphine borane complex

Uses

• Traceless Staudinger ligation reagent with borane protecting group.
• The borane group stabilizes the phosphine against oxidation and can be easily removed with mild basic or acidic conditions to yield the active phosphine.
• After reaction with an azide, the phosphine is eliminated in the presence of water to yield a native amide bond.
• Used in the synthesis of cyclic peptides.

Uses

Traceless Staudinger ligation reagent with borane protecting group. The borane group stabilizes the phosphine against oxidation and can be easily removed with mild basic or acidic conditions to yield the active phosphine. After reaction with an azide, the phosphine is eliminated in the presence of water to yield a native amide bond. Used in the synthesis of cyclic peptides.

reaction suitability

reaction type: click chemistry
reagent type: ligand
reaction type: Staudinger Reaction