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. Author manuscript; available in PMC: 2012 Dec 21.
Published in final edited form as: J Am Chem Soc. 2011 Nov 29;133(50):20552–20560. doi: 10.1021/ja208935u

Table 4.

Tandem Synthesis of Diphenylmethane Derivatives.a

graphic file with name nihms337552t21.jpg
Entry Electrophile Product Yield (%)
1 graphic file with name nihms337552t22.jpg graphic file with name nihms337552t23.jpg 96b
2 graphic file with name nihms337552t24.jpg graphic file with name nihms337552t25.jpg 89b
3 graphic file with name nihms337552t26.jpg graphic file with name nihms337552t27.jpg 91b
4 graphic file with name nihms337552t28.jpg graphic file with name nihms337552t29.jpg 96b,d
5 graphic file with name nihms337552t30.jpg graphic file with name nihms337552t31.jpg 77b,d
6 graphic file with name nihms337552t32.jpg graphic file with name nihms337552t33.jpg 73%b
a

Reactions conducted on a 0.1 mmol scale using 1 equiv of 1l, an excess of LiN(SiMe3)2 and 2 at 0.1 M. (see Supporting Information for details).

b

Isolated yield after chromatographic purification.

c

Ratio of linear / branched (L:B) was determined by 1H NMR of the crude reaction mixture. The regioisomers were separable by silica gel chromatography.

d

[Pd(allyl)Cl]2/1,3-bis(diphenylphosphino)propane (DPPP) was used as catalyst in place of Pd(COD)Cl2/Xantphos.