10.1021/ol047810q.s001 Jeffrey D. Winkler Jeffrey D. Winkler Kyungsoo Oh Kyungsoo Oh Sylvie M. Asselin Sylvie M. Asselin Synthesis of Highly Functionalized Furanones via Aldol Reaction of 3-Silyloxyfurans<sup>†</sup> American Chemical Society 2005 presence furan Silyloxyfuran Diel Bromosuccinimide NBS hetero cyclization aldehyde Synthesi Functionalized Furanones silyloxyfuran formation Aldol Reaction aldol product stereoselective aldol reaction Lewis acid 2005-02-03 00:00:00 Journal contribution https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Highly_Functionalized_Furanones_via_Aldol_Reaction_of_3_Silyloxyfurans_sup_sup_/3302509 The stereoselective aldol reaction of 3-silyloxyfurans with aldehydes in the presence of a Lewis acid is described. <i>N</i>-Bromosuccinimide (NBS)-mediated cyclization of the aldol product leads to the formation of the 2,7-dioxa-bicyclo[2.2.1]heptan-3-one ring system, which represents the formal product of hetero Diels−Alder reaction of the furan with the aldehyde.