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. Author manuscript; available in PMC: 2011 Aug 18.
Published in final edited form as: J Am Chem Soc. 2010 Aug 18;132(32):10961–10963. doi: 10.1021/ja104896b

Table 3.

α-Selective Ni-Catalyzed Hydroalumination of Alkylacetylenesa

graphic file with name nihms222574t3.jpg
entry product conv (%)b α:βc
1 graphic file with name nihms222574t4.jpg >98 >98:2
2 graphic file with name nihms222574t5.jpg >98 97:3
3 >98 >98:2
4 graphic file with name nihms222574t6.jpg >98 >98:2
5 graphic file with name nihms222574t7.jpg >98 >98:2
6 graphic file with name nihms222574t8.jpg >98d 98:2
7 graphic file with name nihms222574t9.jpg >98 96.5:3.5
a–c

See Table 2; 2.3 equiv dibal–H in entry 2; 3 h for entry 4.

d

Performed at 4 °C for 12 h; ~5% alkyne deprotonation observed.