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. Author manuscript; available in PMC: 2010 Mar 1.
Published in final edited form as: J Org Chem. 2008 Aug 6;73(17):6841–6844. doi: 10.1021/jo801191v

TABLE 2.

Conversion of cis-Alkenyl Pinacolboronates to the Corresponding Trifluoroboratesa

graphic file with name nihms-169427-t0026.jpg

entry R product % isolated yield
1 graphic file with name nihms-169427-t0027.jpg graphic file with name nihms-169427-t0028.jpg 83
2 graphic file with name nihms-169427-t0029.jpg graphic file with name nihms-169427-t0030.jpg 83
3 graphic file with name nihms-169427-t0031.jpg graphic file with name nihms-169427-t0032.jpg 82
4 graphic file with name nihms-169427-t0033.jpg graphic file with name nihms-169427-t0034.jpg 78
5 graphic file with name nihms-169427-t0035.jpg graphic file with name nihms-169427-t0036.jpg 78
6 graphic file with name nihms-169427-t0037.jpg graphic file with name nihms-169427-t0038.jpg 72
7 graphic file with name nihms-169427-t0039.jpg graphic file with name nihms-169427-t0040.jpg 62
a

All reactions were carried out using 2 mmol of b in MeOH (0.5 M) and 10 mmol of KHF2 (4.5 M).