A new halopropargylation of alkynes promoted by boron trihalides. highly stereo- and regioselective syntheses of substituted (Z)-1-halo-1,4-enyne derivatives.
[reaction: see text] A new halopropargylation of alkynes promoted by boron trihalides has been developed. Reactions of (Z)-2-halo-1-vinylboron dihalides (generated in situ via reaction of alkynes with boron trihalides) with lithium propargyloxides in CH(2)Cl(2) at room temperature produce the corresponding (Z)-1-halo-1,4-enynes in modest to good yields.
Kabalka
George W
GW
Department of Chemistry, The University of Tennessee, Knoxville, Tennessee 37006-1600, USA. kabalka@utk.edu
Wu
Zhongzhi
Z
Ju
Yuhong
Y