Vanadium-Catalyzed Addition of Propargyl Alcohols and Imines
作者:Barry M. Trost、Cheol K. Chung
DOI:10.1021/ja064011p
日期:2006.8.1
A Mannich-type addition of propargylic alcohols and N-methoxycarbonylimines has been achieved by using a vanadium catalyst. The reactivity of the vanadium catalyst could be modulated by modifying the silanol ligands to avoid the background reaction. The strategy described herein provides an atom-economical access to beta-aryl-substituted Z-enones with an allylic amino functional group, which are not
Alkynes to (E)-enolates using tandem catalysis: stereoselective anti-aldol and syn-[3,3]-rearrangement reactions
作者:Neil P. Grimster、Donna A.A. Wilton、Louis K.M. Chan、Christopher R.A. Godfrey、Clive Green、Dafydd R. Owen、Matthew J. Gaunt
DOI:10.1016/j.tet.2010.05.045
日期:2010.8
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. (C) 2010 Elsevier Ltd. All rights reserved.
Tondeur, J.-J.; Vandendunghen, G.; Borghese, A., Bulletin des Societes Chimiques Belges, 1993, vol. 102, # 5, p. 313 - 324