Synlett
DOI: 10.1055/a-2706-0684
Letter

Rapid Deprotection of O-Allyoxycarbonyl(alloc) Alcohols by NiCl2•6H2O and NaBH4

Authors

  • Xinxin Yuan

    1   School of Pharmacy, East China University of Science and Technology, Shanghai, P. R. China (Ringgold ID: RIN47860)
  • Qian-Ding Zeng

    1   School of Pharmacy, East China University of Science and Technology, Shanghai, P. R. China (Ringgold ID: RIN47860)
  • Hongmiao Yao

    1   School of Pharmacy, East China University of Science and Technology, Shanghai, P. R. China (Ringgold ID: RIN47860)
  • Wenjun Jin

    2   Zhejiang Xianju Pharmaceutical Co., Ltd., Xianju, Zhejiang, P. R. China (Ringgold ID: RIN371890)
  • Jiangmeng Ren

    1   School of Pharmacy, East China University of Science and Technology, Shanghai, P. R. China (Ringgold ID: RIN47860)
  • Bu-Bing Zeng

    1   School of Pharmacy, East China University of Science and Technology, Shanghai, P. R. China (Ringgold ID: RIN47860)

Grant U23A20530
Funding Information This work was supported by Grant U23A20530.


Graphical Abstract

Abstract

A novel protocol for the deprotection of the O-allyloxycarbonyl(alloc) group by nickel(II) chloride hexahydrate with sodium borohydride in acetone at 0 °C to give the corresponding parent alcohols and phenols in high yields was demonstrated. This method had the advantages of mild reaction conditions and broad substrate scope. The deprotection had also been validated in gram scale, to establish the appropriateness of this protocol.



Publication History

Received: 06 July 2025

Accepted after revision: 01 September 2025

Accepted Manuscript online:
19 September 2025

Article published online:
24 October 2025

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