Selective monoacylation of symmetrical diamines via prior complexation with boron.

@article{Zhang2003SelectiveMO,
  title={Selective monoacylation of symmetrical diamines via prior complexation with boron.},
  author={Zhongxing Zhang and Zhiwei Yin and Nicholas A Meanwell and John F Kadow and Tao Wang},
  journal={Organic letters},
  year={2003},
  volume={5 19},
  pages={3399-402}
}
[reaction: see text] Pretreatment of a symmetrical primary or secondary diamine with 9-BBN prior to the addition of an acyl chloride significantly suppressed undesired diacylation, and the product of monoacylation predominated. The reactive preference is interpreted as the result of a selective deactivation of one nitrogen atom of the diamine by 9-BBN.