Copper Catalyzed Asymmetric Propargylation of Aldehydes
Journal of the American Chemical Society2010Vol. 132(22), pp. 7600–7601
Citations Over TimeTop 10% of 2010 papers
Daniel R. Fandrick, Keith R. Fandrick, Jonathan T. Reeves, Zhulin Tan, Wenjun Tang, Andrew G. Capacci, Sonia Rodrı́guez, Jinhua J. Song, Heewon Lee, Nathan K. Yee, Chris H. Senanayake
Abstract
The highly enantio- and regioselective copper catalyzed asymmetric propargylation of aldehydes with a propargyl borolane reagent is reported. The methodology demonstrated broad functional group tolerance and provided high enantioselectivities for aliphatic, vinyl, and aryl aldehydes. The utility of the TMS homopropargylic alcohols was demonstrated by the facile conversion to a chiral dihydropyranone.
Related Papers
- → Recent Advances in the Regioselective Synthesis of Pyrazoles(2011)73 cited
- → Perfectly Regioselective and Sequential Protection of Glucopyranosides(2010)53 cited
- → N-CHLORO-2,3,4,4,5,6-HEXACHLOROCYCLOHEXA- 2,5-DIENYLIDENEAMINE AS A MILD AND HIGHLY REGIOSELECTIVE CHLORINATING REAGENT(2002)5 cited
- → β-Aminoenones in the regioselective synthesis of 1,3,5-trialkylpyrazoles. The influence of the substituents in the mechanism and the regioselectivity of the reaction(1998)12 cited
- → Gold‐Catalyzed Reactions of Propargyl Esters, Propargyl Alcohols, and Related Compounds(2012)20 cited