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. 2018 Apr 30;9(22):4992–4998. doi: 10.1039/c8sc00827b

Table 1. Ligand screen a .

Inline graphic
Entry Ligand Yield of 3a b (%) Yield of 5a b (%) d.r. c e.r. of 3a d e.r. of 5a d
1 6a 31 31 50 : 50 83 : 17 58 : 42
2 6b 52 37 58 : 42 64 : 36 57 : 43
3 6c 52 41 56 : 44 92 : 8 88 : 12
4 6d 55 22 71 : 29 36 : 64 69 : 31
5 6e 71 24 75 : 25 30 : 70 83 : 17
6 6f 72 27 73 : 27 64 : 36 70 : 30
7 6g 57 43 57 : 43 30 : 70 80 : 20
8 6h 67 22 75 : 25 92 : 8 56 : 44
9 6i 92 7 93 : 7 >99 : 1 nd e
10 6j 51 34 60 : 40 96 : 4 65 : 35
graphic file with name c8sc00827b-u2.jpg

aReactions were performed under a N2 atmosphere, see the ESI details.

bYields of purified products.

cd.r. was determined by 400 MHz 1HNMR analysis of unpurified mixtures.

de.r was determined by HPLC analysis of the corresponding diol after oxidation of the organoboron product with NaBO3·4H2O.

eNot determined.