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. Author manuscript; available in PMC: 2014 Nov 20.
Published in final edited form as: J Am Chem Soc. 2013 Nov 12;135(46):17602–17609. doi: 10.1021/ja409511n

Table 2.

Optimization of Allylic Substitution with Diphenyl-methane 4aa

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Entry Ratio
(4a:base:2a)		 Solvent yieldb(%)
1 1:3:2 THF 10
2 1:3:2 DME 55
3 1:3:3 DME 79
4 1:4:3 DME 88
5 1:5:3 DME (95c)
6 1:5:2 DME 62
7d 1:5:3 DME 68
a

Reaction conducted on a 0.1 mmol scale at 0.1 M.

b

Yield determined by 1H NMR spectroscopy of the crude reaction mixture.

c

Isolated yield after chromatographic purification.

d

2.5 mol % Pd(COD)Cl2/3.75 mol % Xantphos.