Reaction of C-silyl-P-chloro-alkylidenephosphoranes with carbonyl compounds

GRAPHICAL ABSTRACT

ABSTRACT

Reaction of P-chloroylides with carbonyl compounds leads to the formation of four-membered phosphorus heterocycles—2λ⁵-chloro-2,2-oxaphosphetanes. The 2-chloro-2,2-oxaphosphetanes depending on substituent R at α-atom carbon, rearrange with formation of 2-chloroalkylphosphonates (R = H, Alk, Ar) or with elimination of trimethylchlorosilane (R = Me₃Si) convert into trans-phosphorylated alkenes.

Keywords:

• C-silylated alkylphosphonites
• C-silyl-P-ylides
• 1,2λ⁵-oxaphosphetanes
• vinylphosphonates
• dienephosphonates
• vinylphosphine oxides