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. Author manuscript; available in PMC: 2010 Dec 30.
Published in final edited form as: J Am Chem Soc. 2009 Dec 30;131(51):18343–18357. doi: 10.1021/ja9053948

Table 11.

The Acidic Additive Effect in the Palladium-Catalyzed DAAA Reaction

graphic file with name nihms-161072-t0085.jpg

solvent additive Time
min
69%
(ee%)
108
%
109
%
1 dioxane none 120 94
(94)
6 -
2 dioxane MeCH(CO2Me)2 30 94
(94)
6 0
3 dioxane CH2(CO2Me)2 15 90
(93)
10 9
4 dioxane CH2(COMe)2 15 17
(81)
83 91
5 THF CH2(CO2Me)2 10 71
(87)
27 22
6 THF CH2(COMe)2 <5 8
(83)
92 76