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A Thiourea-Oxazoline Library with Axial Chirality: Ligand Synthesis and Studies of the Palladium-Catalyzed Enantioselective Bis(methoxycarbonylation) of Terminal Olefins

✍ Scribed by Ying-Xiang Gao; Le Chang; Hang Shi; Bo Liang; Kittiya Wongkhan; Duangduan Chaiyaveij; Andrei S. Batsanov; Todd B. Marder; Chuang-Chuang Li; Zhen Yang; Yong Huang

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
380 KB
Volume
352
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

We report herein the synthesis of novel chiral S,N‐heterobidentate thiourea‐oxazoline ligands and their application to palladium‐catalyzed enantioselective bis(methoxycarbonylation)s of terminal olefins under mild conditions. Copper salts were found to play multiple roles in this reaction. Substituted 2‐phenylsuccinates were obtained in >90% yield and up to 84% ee under optimized conditions.

📜 SIMILAR VOLUMES

ChemInform Abstract: Synthesis of Thiour
ChemInform Abstract: Synthesis of Thiourea—Oxazolines, a New Class of Chiral S,N-Heterobidentate Ligands: Application in Pd-Catalyzed Asymmetric Bis(methoxycarbonylation) of Terminal Olefins.
✍ Jia-Hua Chen; et al. et al. 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 33 KB 👁 2 views

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