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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 5.

Diallylation with Diarylmethanesa

graphic file with name nihms536713t47.jpg
Entry Pronucleophllu Products Yieldb (%)
1c, d graphic file with name nihms536713t48.jpg 1b graphic file with name nihms536713t49.jpg 6ba 85
2 graphic file with name nihms536713t50.jpg 1d graphic file with name nihms536713t51.jpg 6da 65
3e graphic file with name nihms536713t52.jpg 4e graphic file with name nihms536713t53.jpg 7ea 85
4f graphic file with name nihms536713t54.jpg 1f graphic file with name nihms536713t55.jpg 6fa 70
5e graphic file with name nihms536713t56.jpg 3aa graphic file with name nihms536713t57.jpg 6aa 84
6 graphic file with name nihms536713t58.jpg 3ca graphic file with name nihms536713t59.jpg 6ca 80
7 graphic file with name nihms536713t60.jpg 8a graphic file with name nihms536713t61.jpg 8aa 90
8 graphic file with name nihms536713t62.jpg 9a graphic file with name nihms536713t63.jpg 9aa 90
a

Reaction conducted on a 0.1 mmol scale with 1 equiv of pro-nucleophile and 3 equiv of 2a at 0.1 M.

b

Isolated yield after chromatographic purification.

c

Reaction conducted at 0.066 M.

d

Reaction conducted at 50 °C.

e

3 equiv of KN(SiMe3)2 and 2 equiv of 2a.

f

8 equiv of KN(SiMe3)2.