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. Author manuscript; available in PMC: 2013 Jun 6.
Published in final edited form as: J Am Chem Soc. 2012 May 29;134(22):9090–9093. doi: 10.1021/ja303116v

Table 3.

Scope of the Vinyl Iodonium Coupling Componenta,b,c

graphic file with name nihms381514u3.jpg
1 graphic file with name nihms381514t9.jpg
84% yield, 97% ee		 2 graphic file with name nihms381514t10.jpg
87% yield, 96% ee
3 graphic file with name nihms381514t11.jpg
76% yield, 97% ee		 4 graphic file with name nihms381514t12.jpg
89% yield, 97% ee
5d graphic file with name nihms381514t13.jpg
91% yield, 94% ee		 6 graphic file with name nihms381514t14.jpg
73% yield, 95% ee
7 graphic file with name nihms381514t15.jpg
81% yield, 93% ee		 8e,f,g graphic file with name nihms381514t16.jpg
73% yield, 97% ee
9e graphic file with name nihms381514t17.jpg
77% yield, 94% ee		 10e graphic file with name nihms381514t18.jpg
71% yield, 96% ee
a

Absolute configuration assigned by chemical correlation or analogy.

b

Isolated yield of the corresponding alcohol.

c

Enantiomeric excess determined by chiral HPLC or SFC analysis of the corresponding alcohol.

d

1H NMR yield.

e

Using 20 mol% 3.

f

Using 30 mol% CuBr.

g

Using the corresponding mesitylvinyliodonium triflate.