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. Author manuscript; available in PMC: 2014 Oct 11.
Published in final edited form as: Adv Synth Catal. 2013 Oct 7;355(14-15):3037–3057. doi: 10.1002/adsc.201300640

Table 4.

Scope of the Catalytic, Asymmetric Borylation of α,β-Unsaturated Amides with Tetrakis(dimethylamino)diboron.

graphic file with name nihms569059u4.jpg
entry product yield (%) enantiomeric ratio[a]
1 graphic file with name nihms569059t20.jpg 2a 91 93:7
2 graphic file with name nihms569059t21.jpg 2d 79 95:5
3 graphic file with name nihms569059t22.jpg 2h 68 92:8
4 graphic file with name nihms569059t23.jpg 2j 71 84:16
5 graphic file with name nihms569059t24.jpg 2k 72 70:30
6 graphic file with name nihms569059t25.jpg 2l 73 90:10
7 graphic file with name nihms569059t26.jpg 2m 62 76:24
[a]

Enantiomeric excess was determined by oxidation of 2 followed by SFC analysis of the corresponding alcohol.