Rui Jiang, Ismiyarto, Tsukasa Abe, Da-Yang Zhou, Kaori Asano, Takayoshi Suzuki, Hiroaki Sasai, Takeyuki Suzuki
The Journal of organic chemistry 2022 Apr 15In the context of asymmetric synthesis, epimerization is usually problematic. Here, we describe the use of the epimerization of cis-2,3-bis(hydroxymethyl)-γ-butyrolactone for the synthesis of enterolactones with anti-carcinogenic, anti-inflammatory, anti-angiogenic, and antioxidant activity. Selective α- or β-epimerization of a γ-butyrolactone was used to selectively synthesize both enantiomers of enterolactone. Theoretical and kinetic studies were performed to elucidate the epimerization mechanism.
Rui Jiang, Ismiyarto, Tsukasa Abe, Da-Yang Zhou, Kaori Asano, Takayoshi Suzuki, Hiroaki Sasai, Takeyuki Suzuki. Using α- and β-Epimerizations of cis-2,3-Bis(hydroxymethyl)-γ-butyrolactone for the Synthesis of Both Enantiomers of Enterolactone. The Journal of organic chemistry. 2022 Apr 15;87(8):5051-5056
PMID: 35245066
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