1338073-36-1Relevant articles and documents
Ate complexes of secondary boronic esters as chiral organometallic-type nucleophiles for asymmetric synthesis
Larouche-Gauthier, Robin,Elford, Tim G.,Aggarwal, Varinder K.
, p. 16794 - 16797 (2011/12/04)
The addition of an aryllithium reagent to a secondary boronic ester leads to an intermediate boron-ate complex that behaves as a chiral nucleophile, reacting with a broad range of electrophiles with inversion of stereochemistry. Depending on the electrophile, the C-B bond can be converted into C-I, C-Br, C-Cl, C-N, C-O, and C-C, all with very high levels of stereocontrol. This discovery now adds a new, readily available, configurationally stable, chiral organometallic-type reagent to the arsenal of methods for use in asymmetric organic synthesis.
