Skip to main content
. Author manuscript; available in PMC: 2012 Aug 17.
Published in final edited form as: J Am Chem Soc. 2011 Jul 21;133(32):12406–12409. doi: 10.1021/ja204924j

Table 3.

Alkene Scope for Silanol-Directed Alkenylation

graphic file with name nihms314283t25.jpg
entry substrate product yield,
%a
1 graphic file with name nihms314283t26.jpg 2b graphic file with name nihms314283t27.jpg 4l 96
2 graphic file with name nihms314283t28.jpg 2c graphic file with name nihms314283t29.jpg 4m 87b
3 graphic file with name nihms314283t30.jpg 2d graphic file with name nihms314283t31.jpg 4n 70b
4 graphic file with name nihms314283t32.jpg 2e graphic file with name nihms314283t33.jpg 4o 67b
5 graphic file with name nihms314283t34.jpg 2f graphic file with name nihms314283t35.jpg 4p 69b
6 graphic file with name nihms314283t36.jpg 2g graphic file with name nihms314283t37.jpg 4q 64c,d
7 graphic file with name nihms314283t38.jpg 2h graphic file with name nihms314283t39.jpg 4r 79
8 graphic file with name nihms314283t40.jpg 2i graphic file with name nihms314283t41.jpg 4s 83
9 graphic file with name nihms314283t42.jpg 2j graphic file with name nihms314283t43.jpg 4t 66
10 graphic file with name nihms314283t44.jpg 2k graphic file with name nihms314283t45.jpg
a

Isolated yield.

b

Alkene 2 (4 equiv), Boc-Val-OH (20 mol %) as the ligand, 110 °C.

c

Styrene (4 equiv), 120 °C.

d

1H NMR yield.