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. Author manuscript; available in PMC: 2009 Sep 4.
Published in final edited form as: Angew Chem Int Ed Engl. 2008;47(38):7358–7362. doi: 10.1002/anie.200802910

Table 5.

Copper-catalyzed ACA of aryl aluminum reagents to β-substituted cyclic enones.[a]

graphic file with name nihms110606t5.jpg

Entry Substrate Ar T [°C] t [h] Yield [%][b] e.r.[c] ee [%][c]
1 6c C6H5 −50 48 66 86:14 72
2 6c oMeC6H4 −15 48 85 99:1 98
3 6c pOMeC6H4 −50 48 67 85.5:14.5 71
4 6c oOMeC6H4 −15 48 55 97.5:2.5 95
5 8a C6H5 −30 36 71 95:5 90
6 8a oMeC6H4 +4 42 49 98:2 96
7 8a pOMeC6H4 −50 36 61 92:8 84
8 8a pCF3C6H4 −30 36 52 93:7 86
9 8a oOMeC6H4 +4 48 60 88:12 83
[a–c]

See Table 2. [c] Determined by chiral GLC or HPLC analysis (see the Supporting Information for additional details).