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. Author manuscript; available in PMC: 2012 Nov 30.
Published in final edited form as: J Am Chem Soc. 2011 Nov 8;133(47):19020–19023. doi: 10.1021/ja209235d

Table 1. Optimization of Olefin Benzylation Conditions.

graphic file with name nihms-337559-t0004.jpg

entry R PR3 y x time
(h)
conv
(%)a
yield
(%)a
1 H P(o-anis)3 1 atm 20 23 76 73
2 H PCyPh2 1 atm 1 13 100 100
3 H PCyPh2 1 atm 5 2 100 100
4 H PCyPh2 1 atm 0.5 16 17 17
5b H PCyPh2 1 atm 20 2 36 1
6 n-hex PCyPh2 5 10 16 59 28
7 n-hex PCy2Ph 5 10 16 100 90
8 n-hex PCy2Ph 5 5 16 100 80
9 n-hex PCy2Ph 2 10 16 100 78
10 n-hex PCy2Ph 1 10 16 86 54
a

Determined by GC.

b

Et3SiOTf not used.