ChemInform Abstract: Transition‐Metal‐Catalyzed C—P Cross‐Coupling Reactions

Abstract

Review: ca. 200 refs.

Recent Advances in H-Phosphonate Chemistry. Part 2. Synthesis of C-Phosphonate Derivatives

“…This classic method has been significantly modified and improved in terms of type of catalyst, palladium source, and reaction conditions to meet the requirements of contemporary synthetic organic demands [16,17].…”

“…Transition metal-catalyzed formation of the P-C bond is an important method for preparing organophosphorus compounds [16,19,87], thus enabling the synthesis of C(sp 2 )-P derivatives which are not accessible by the Michaelis-Arbuzov [9,10] or Michaelis-Becker [11,12] reactions. Cross couplings promoted by palladium are stereospecific and occur with retention of configuration at the stereogenic phosphorus center [88][89][90].…”

“…However, in recent decades, the transition metal mediated P-C bond formation strategy has started to become widely used, especially in the synthesis of P-C(sp 2 ) derivatives [5,[15][16][17][18]. In the context of using H-phosphonate diesters as phosphorus partners for P-C bond formation, we discuss recent progress in the addition of these compounds to carbonyl derivatives (aldehydes, ketones, imines) and in the transition metal catalyzed cross-coupling reactions which afford products with P-C(sp), P-C(sp 2 ), and P-C(sp 3 ) bonds [17].…”