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. Author manuscript; available in PMC: 2014 Apr 19.
Published in final edited form as: J Org Chem. 2013 Apr 1;78(8):3720–3730. doi: 10.1021/jo400077m

Table 1.

Yields of library compounds 10 after reverse phase preparative Mass Directed Fractionation (MDF)

graphic file with name nihms463036t1.jpg
Library analogs of 10
Boronic Acids
B1 B2 B3 B4 B5 B6* B7 B8 B10

Acid Chlorides A1 30 36 34 19 13 14 31 28 24
A2 37 35 33 25 32 18 39 38 26
A3 11 13 13 - 6 10 14 - 14
A4 41 32 40 32 41 23 41 46 43
A5 34 27 35 29 35 15 34 41 42
A7 19 16 - 13 17 9 23 14 19
A8 - 10 - 7 - - 14 - -
A9 4 1 1 4 - - 4 -
A10 35 34 26 31 28 23 30 20 32
A11 28 21 23 19 32 15 23 21 26
A12 31 28 22 34 27 10 37 31 20
A13 32 43 42 31 36 26 47 42 50
A14 30 14 - - - - - - -
*

Compounds incorporating B6 were reprocessed by normal phase preparative TLC after MDF to attain 90% purity by HPLC.