105262-69-9Relevant academic research and scientific papers
TETRAMETHYLDIAMIDO PHOSPHATE DIRECTED β-LITHIATION OF A ?-EXCESSIVE HETEROCYCLE; d2-SYNTHON TO 2-SUBSTITUTED BUTENOLIDES
Naesman, Jan H.,Kopola, Nina,Pensar, Goeran
, p. 1391 - 1394 (1986)
The tetramethyldiamido phosphate group is described as a novel and tetracoordinated directing group in a reliable and synthetically useful β-lithiation of furan 1.Addition of 1.1 equiv. n-BuLi to 1 and quenching with electrophiles gave 2,3-disubstituted furans 3.In 98-100 percent formic acid 3 is converted to 4 in good overall yield.Thus furyltetramethyldiamido phosphate 1 is a d2-synthon for 2-furanone.
