Furans, from epoxyalkynyl esters

A previously reported palladium-catalyzed preparation of 2,3,5-trisubstituted furans from epoxyalkynyl esters was extended successfully to the synthesis of 2,3,4,5-... 

A two-step one-pot synthesis of 2,3,5-trisubstituted furans from epoxyalkynyl esters was reported, in which a facile Sml -mediated reduction was used for the generation of the 2,3,4-trien-l-ols, and the reduction was followed by a Pd(ll)-catalyzed cycloisomerization <01JOC564>. An attractive variant of this reaction was extended to the preparation of tetrasubstituted furans. Thus, when electrophilic Pd(ll) complexes were generated in situ by an oxidative addition of aryl halides or triflates to Pd(0), the oxypalladation process was followed by a reductive elimination and tetrasubstituted furans were formed <01TL3839>. 

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See also in sourсe #XX -- [ ]

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