Artículos de revistas
Stereoselective heck-matsuda arylations of chiral dihydrofurans with arenediazonium tetrafluoroborates; An efficient enantioselective total synthesis of (-)-isoaltholactone
Registro en:
Synthesis-stuttgart. Georg Thieme Verlag Kg, n. 15, n. 2279, n. 2286, 2007.
0039-7881
WOS:000248806600006
10.1055/s-2007-983781
Autor
Meira, PRR
Moro, AV
Correia, CRD
Institución
Resumen
The Heck-Matsuda arylation of chiral 2-(S)-hydroxymethyl dihydrofurans (endocyclic enolethers) and its derivatives, employing arenediazonium tetrafluoroborates, was developed into a highly efficient, practical and diastereoselective synthetic process. This methodology was applied to the total synthesis of the styryllactone (-)-isoaltholactone in seven steps with an overall yield of similar to 25%, from the readily available chiral 2-hydroxymethyldihydrofuran. The strategy permits the synthesis of several other aromatic analogues of isoaltholactone. 15 2279 2286