Synthesis of Enantiopure β-Hydroxy-1,3-dioxolanes by Ir-Catalyzed Asymmetric Hydrogenation of α-(1,3-Dioxolane)-ketones.

Authors

Lin Zhang, Xuan Zhou, Pinli Dai, Wenchang Gou, Mei Wang, Yu Tian, Yingjian Xu, Chun Li

Published in

Organic letters. Jul 14, 2025. Epub Jul 14, 2025.

Abstract

Enantiopure β-hydroxyaldehydes are important building blocks for the production of various bioactive compounds and commercial drugs. This work describes an efficient and practical protocol for the synthesis of enantiopure β-hydroxy-1,3-dioxolanes via asymmetric hydrogenation of protected β-ketoaldehydes catalyzed by Ir/NNP. Both (R)- and (S)-chiral alcohols can be accessed by altering the configuration of NNP, providing the β-hydroxy-1,3-dioxolanes with efficient enantioselectivity (up to >99% ee) and high reactivity (TON of up to 4600). Furthermore, the processes of derivatization and deprotection were successfully executed.

PMID:
40658874
Bibliographic data and abstract were imported from PubMed on 15 Jul 2025.

Read full publication at:
Please sign in to see all details.

Stats

1-terrible, 9-excellent. How would you rate this publication? Sign in in to submit your rating.

Post a comment

You need to be signed in to post comments. You can sign in here.

Comments

There are no comments yet.