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A convergent, stereocontrolled synthesis of C2-symmetrical and pseudosymmetrical sulfur-tethered bis(amino alcohols)

✍ Scribed by Núria Aguilar; Albert Moyano; Miquel A. Pericàs; Antoni Riera

Book ID
104261352
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
246 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

The totally enanfiocontrolled preparation of C:-symmetrical and pseudosymmetrical sulfurtethered bis(amino alcohols) from anti-3-amino-l,2-alkane diols is described. The key step in the synthetic procedure involves the use of triphenylsilanethiol as a sulfide or hydrogenosulfide equivalent in the regioselective nucleophilic ring opening of both anti-and syn-aminoalkyl epoxides.

📜 SIMILAR VOLUMES

Synthesis of C2-symmetrical bis-β-amino
Synthesis of C2-symmetrical bis-β-amino alcohols and their application in the enantioselective addition of diethylzinc to aldehydes
✍ Qianyong Xu; Hui Wang; Xinfu Pan; Albert S.C Chan; Teng-kuei Yang 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 68 KB

The C 2 -symmetrical bis-b-amino alcohols 1-6 were prepared and especially attention is focused on bridges, which link the two b-amino alcohol units. These ligands have been applied as chiral catalysts in the asymmetric addition of diethylzinc to aldehydes. sec-Alcohols have been obtained in good yi