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Synthesis of new chiral imidazolidine disulfides derived from l-cystine and their application in the enantioselective addition of diethylzinc to aldehydes

✍ Scribed by Antonio L Braga; Fabrı́cio Vargas; Claudio C Silveira; Leandro H de Andrade

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
87 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis

Several chiral imidazolidine disulfides 4a-d derived from L-cystine have been synthesized. These ligands have been applied as chiral catalysts in the asymmetric addition of diethylzinc to aldehydes. The best results were obtained by employing 5 mol% of imidazolidine disulfide 4a, and chiral secondary alcohols were obtained in up to 91% e.e.

📜 SIMILAR VOLUMES

Synthesis and application of chiral β-am
Synthesis and application of chiral β-amino disulfides as ligands for the enantioselective addition of diethylzinc to aldehydes
✍ Antonio L. Braga; Fábio Z. Galetto; Oscar E. D. Rodrigues; Claudio C. Silveira; 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 113 KB 👁 1 views

## Abstract A new class of chiral β‐amino disulfides was synthesized from readily available and inexpensive starting materials by a straightforward method and their abilities as ligands were examined in the enantioselective addition of diethylzinc to aldehydes. Enantiomeric excesses of up to 99% ha