Substitution of Hydroxyl Groups with Alkynyl Moieties Using Alkynylboron Dihalides: An Efficient Approach to Secondary Alkylacetylene Derivatives
George W. Kabalka,* Min-Liang Yao and Scott Borella
*Departments of Chemistry and Radiology, The University of Tennessee,
Knoxville, Tennessee 37996-1600, Email: kabalka
utk.edu
G. W. Kabalka, M.-L. Yao, S. Borella, Org. Lett., 2006, 8, 879-881.
DOI: 10.1021/ol052957i
Abstract
The reaction of alkynylboron dihalides with benzylic, allylic, and propargylic alcohols provides an efficient route to internal acetylenes without isomerization of the product alkynes under the reaction conditions.
see article for more examples
Generation of Cations from Alkoxides: Allylation of Propargyl Alcohols
G. W. Kabalka, M.-L. Yao, S. Borella, J. Am. Chem. Soc., 2006, 128, 11320-11321.
Key Words
Substituted Alkynes, Benzylation
ID: J54-Y2006-650
