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Facile Synthesis of C2-Symmetric Tridentate Bis(thiazoline) and Bis(oxazoline) Ligands and their Application in the Enantioselective Henry Reaction.

✍ Scribed by Shao-Feng Lu; Da-Ming Du; Shi-Wei Zhang; Jiaxi Xu

Publisher
John Wiley and Sons
Year
2005
Weight
29 KB
Volume
36
Category
Article
ISSN
0931-7597

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✦ Synopsis

Hydroxycarboxylic acids (ether carboxylic acids) and esters P 0280

Facile Synthesis of C 2 -Symmetric Tridentate Bis(thiazoline) and Bis(oxazoline) Ligands and their Application in the Enantioselective Henry Reaction. -A variety of bis(thiazoline) (I) and bis(oxazoline) (II) ligands is prepared and tested in the asymmetric Henry reaction. Generally, best results are achieved with Cu(O-Tf)2 as catalyst, while the opposite enantiomer of the product is formed in the presence of Zn(O-Tf) 2 . The yield and enantioselectivity is influenced by the substitution pattern of the ligand but no clear trend is to be seen.

📜 SIMILAR VOLUMES

Application of Tridentate Bis(oxazoline)
Application of Tridentate Bis(oxazoline) Ligands in Catalytic Asymmetric Nozaki–Hiyama Allylation and Crotylation: An Example of High Enantioselection with a Non-Symmetric Bis(oxazoline) Ligand
✍ Helen A. McManus; Pier Giorgio Cozzi; Patrick J. Guiry 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 115 KB 👁 2 views

## Abstract A series of both symmetric and non‐symmetric bis(oxazoline) ligands was applied in the Nozaki–Hiyama allylation and crotylation of benzaldehyde. It was found that both the magnitude and sense of the asymmetric induction depended strongly on the nature and combination of the oxazoline su