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Updated: Feb 12, 2026

Gold Nanoparticle Synthesis
Published on: July 10, 2021
Enantio- and Diastereoselective Synthesis of Latanoprost using an Organocatalyst
Genki Kawauchi1, Shigenobu Umemiya1, Tohru Taniguchi2
1Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai, 980-8578, Japan.
Abstract:
An enantioselective total synthesis of latanoprost was achieved. Its chiral cyclopentane core structure was constructed through an organocatalyst-mediated [3+2]-cycloaddition reaction, and chirality in the ω-side chain was generated by prolinate-anion-mediated α-aminoxylation of an aldehyde. Highly diastereoselective domino acetalization and an oxy-Michael reaction were key steps for the generation of C9 chirality.
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