4.5 Article

Copper Sulfate-Catalyzed Asymmetric 1,4-Addition of Amido-Functionalized Allylboronates to Maleimides in Water

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 11, Issue 2, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202100773

Keywords

allylayion; bisoxazoline; boron; copper; maleimides

Funding

  1. JSPS Kakenhi from Ministry of Education, Culture, Sports, Science and Technology, Japan [17K05858, 18K05121]
  2. Grants-in-Aid for Scientific Research [18K05121, 17K05858] Funding Source: KAKEN

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A new application of amido-functionalized allylboronates in water for asymmetric 1,4-addition was developed. By using N-mesityl maleimide as a substrate and CuSO4/bis(oxazoline) catalyst, extremely high enantioselectivity (>99% ee) was achieved.
A new application of amido-functionalized allylboronates to asymmetric 1,4-addition in water has been developed. Extremely high enantioselective 1,4-addition was achieved by employing N-mesityl maleimide as a substrate under CuSO4/bis(oxazoline) catalysis, affording the adduct with >99% ee.

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