2. Academic Validation
  3. Application of Pd-Catalyzed C-H Alkylation Reaction in Total Syntheses of Twelve Amicoumacin-Type Natural Products

Application of Pd-Catalyzed C-H Alkylation Reaction in Total Syntheses of Twelve Amicoumacin-Type Natural Products

  • Org Lett. 2021 Sep 3;23(17):6956-6960. doi: 10.1021/acs.orglett.1c02576.
Hui-Hong Wang 1,  Zhao Li 2,  Yi-Yue Feng 2,  Gao-Feng Yin 2,  Tao Shi 2,  Dian He 2,  Xiao-Dong Wang 2,  Zhen Wang 2 1
Affiliations

Affiliations

  • 1 State Key Laboratory of Applied Organic Chemistry, Lanzhou University, No. 222 South Tianshui Road, Lanzhou 730000, China.
  • 2 School of Pharmacy, Lanzhou University, No. 199 West Donggang Road, Lanzhou 730000, China.
PMID: 34424725 DOI: 10.1021/acs.orglett.1c02576
Abstract

Enantioselective total syntheses of 12 amicoumacin-type natural products are accomplished with a palladium(II)-catalyzed C-H alkylation as the key step to furnish the 3,4-dihydroisocoumarin scaffold. The target chemicals are assembled in a convergent protocol by merging 3,4-dihydroisocoumarin derived amine part with categories of acid segments that are efficiently prepared by chemoselective catalytic oxidation of chiral 1,2-dihydroxyethylfuran-2(5H)-ones. Afterward, the cytotoxicity of amicoumacins on five Cancer cell lines and one normal cell line is investigated.

Figures
Products