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CAS 52293-05-7, Cat. No EN300-46967410
Reagent for nitrogen-substituted diborylmethane synthesis

2,2'-(Bromomethylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

The reagent is a bromo-diborylmethane derivative used as a modular ambiphilic building block for synthesizing nitrogen-substituted diborylmethanes1. It reacts with various nitrogen nucleophiles to form α-amino diborylalkanes under mild conditions. These intermediates can be further transformed via C–B functionalization, protodeboronation or olefination, enabling access to 1,2-diamines, α-aminoboronates, and peptidomimetics. The reagent is bench-stable, scalable, and demonstrates broad functional group tolerance.

Synonyms: 2-[bromo(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; 1,3,2-dioxaborolane, 2,2′-(bromomethylene)bis[4,4,5,5-tetramethyl-

Selected publication

  1. Diborylmethyl Group as a Transformable Building Block for the Diversification of Nitrogen‐Containing Molecules.

    Hwang, C.; Lee, Y.; Kim, M.; Seo, Y.; Cho, S. H. Angewandte Chemie International Edition 2022, 61 (37). DOI: 10.1002/anie.202209079

 

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