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Rapid Carboalumination of Alkynes in the Presence of Water
Author(s) -
Wipf Peter,
Lim Sungtaek
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199310681
Subject(s) - stoichiometry , catalysis , chemistry , organic chemistry
Within minutes at −23°C , alkenylalanes can be generated from terminal alkynes by Zr‐catalyzed methyl‐ or ethylalumination, when stoichiometric amounts of water are added. Alkenes can be synthesized stereoselectively from the alkenylalanes. Reaction (a) is fast even at −70°C. The “water effect”, also observed in other reactions with organometallic compounds, is not yet understood.