Alkynes to (E)-enolates using tandem catalysis: stereoselective anti-aldol and syn-[3,3]-rearrangement reactions

作者：Grimster Neil P; Wilton Donna A A; Chan Louis K M; Godfrey Christopher R A; Green Clive; Owen Dafydd R; Gaunt Matthew J^*

来源：Tetrahedron, 2010, 66(33): 6429-6436.

DOI：10.1016/j.tet.2010.05.045

• Tandem catalysis
• Enolate
• Alkyne
• Stereoselective aldol
• Stereoselective Sigmatropic rearrangement

A new tandem catalysis strategy that transforms alkyne derivatives to (E)-enol-equivalents followed by stereoselective anti-selective aldol coupling or syn-selective [3,3]-rearrangement transformations is reported. The mechanism is thought to proceed through an interchanging series of Lewis acid and Bronsted acid catalyzed reactions via the intermediacy of a ketiminum ion species.

• 出版日期2010-8-14