Tetrahedron Letters p. 1391 - 1394 (1986)
Update date:2022-07-31
Topics:
Naesman, Jan H.
Kopola, Nina
Pensar, Goeran
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.
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Doi:10.1016/S0008-6215(00)90210-6
(1986)Doi:10.1055/s-2004-831330
(2004)Doi:10.1016/j.bmcl.2015.09.027
(2015)Doi:10.1021/jacs.5b11796
(2016)Doi:10.1021/jo01281a094
(1967)Doi:10.1134/S1070363213070281
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