Clement DaSilva , Grace Mauk , Lucas Forshee , Oliver Pope , Mathilde Doherty , Max Ongbongan , Nicholas Lutz , Zemirah Kamanya , Kara Chris Bhatt , Andrew Braham , Miranda Kubek , Summer Hawthorne , Gonzalo Campillo-Alvarado , Avik Bhattacharjee , Miriam A. Bowring , Robert V. O'Brien
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Chemodivergent synthesis of cis-4-hydroxyprolines from diastereomerically enriched epoxides†
A method for synthesis of cis-4-hydroxyproline analogs is described. A cis epoxide is converted into a cis-4-hydroxyproline, while the trans epoxide is converted into a ketone or α-aminolactone in the presence of Lewis and Brønsted acids. We propose the divergent chemoselectivity is controlled by H-bonding within the cis epoxide.
期刊介绍：
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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