Efficient Enantioselective Additions of Terminal Alkynes and Aldehydes under Operationally Convenient Conditions
Dean Boyall, Doug E. Frantz and Erick M. Carreira*
*Laboratorium für Organische Chemie, ETH-Hoenggerberg HCI H335, CH-8093 Zuerich, Switzerland, Email: carreiraorg.chem.ethz.ch
D. Boyall, D. E. Frantz, E. M. Carreira, Org. Lett., 2002, 4, 2605-2606.
DOI: 10.1021/ol026282k
Abstract
Enantioselective additions of terminal acetylenes to aldehydes mediated by Zn(OTf)2 and (+)-N-methyl ephedrine can be conducted in reagent grade toluene containing up to 1000 ppm H2O. Products are isolated in high yield and high enantioselectivities.
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D. E. Frantz, R. Fässler, E. M. Carreira, J. Am. Chem. Soc., 2000, 122, 1806-1807.
Key Words
enantioselective addition, terminal acetylenes, aldehydes, propargyl alcohols
ID: J54-Y2002-510