Diastereoselectivity in nucleophilic displacement reactions at phosphorus; isolation and characterization of a pentacoordinated intermediate

Article abstract of DOI:10.1016/0040-4039(96)00275-4

Reaction of the axially substituted trans-3-chloro-2,4-dioxa-3λ⁵-phosphabicyclo[4.4.0]decan-3-one ((±)-1) with O- and S-nucleophiles in the presence of DBN preferentially proceeds with retention at P, whereas the epimeric ratio is reversed with