Aldol reaction is widely used to obtain B-hydroxy ketone with the formation of C-C bond. Among the existed method, for substrates containing multiple actyl group, the regioselectivity remains a problem. On another hand, vinyl gold intermediates generated from nucleophilic addition to an alkyne-gold pi complexes are recognized as key intermediates in many cases. However, protodeauration of vinyl-gold as the dominant decomposition pathway has limited its application and development. Previously, we reported a protocol readily access to substituted heterocycle aldehydes via oxygen radical addition to vinyl–gold intermediates under Fe catalyst assistance, in which Mechanistic evidence greatly supports selective radical addition to an activated vinyl–Au double bond over alkene. In this work, we reported an alternative approach to directed aldol reaction of substrates containing multiple actyl group catalyzed by Au-Fe synergistically.

Synergistic, Au-Fe-catalyzed, directed aldol reaction

2019 Spring National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.