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. Author manuscript; available in PMC: 2010 Nov 6.
Published in final edited form as: J Org Chem. 2009 Nov 6;74(21):8309–8313. doi: 10.1021/jo9015369

Table 3.

In Situ Trapping with Aldehydes and Ketonesa

graphic file with name nihms152799u4.jpg
reagent
entry arene base product yield
1 graphic file with name nihms152799t43.jpg Ph2CO
tBuOLi
graphic file with name nihms152799t44.jpg 41%
2 graphic file with name nihms152799t45.jpg Ph2CO
tBuOLi
graphic file with name nihms152799t46.jpg 77%
3 graphic file with name nihms152799t47.jpg tBuCHO
tBuOLi
graphic file with name nihms152799t48.jpg 66%
4 graphic file with name nihms152799t49.jpg tBuCHO
tBuOLi
graphic file with name nihms152799t50.jpg 91%
5 graphic file with name nihms152799t51.jpg tBuCHO
tBuOLi
graphic file with name nihms152799t52.jpg 68%
6 graphic file with name nihms152799t53.jpg p-Chloro-benzaldehyde
tBuOLi
graphic file with name nihms152799t54.jpg 93%
7 graphic file with name nihms152799t55.jpg p-Chloro-benzaldehyde
tBuOLi
graphic file with name nihms152799t56.jpg 85%
8 graphic file with name nihms152799t57.jpg C6H11CHO
K3PO4
graphic file with name nihms152799t58.jpg 50%
a

Substrate (1 equiv), base (1.5–3.0 equiv), ketone or aldehyde (3.0 equiv). Yields are isolated yields. See the Supporting Information for details.