Asymmetric addition of titanium and sodium alkoxides to chiral imines

✍ Scribed by Anna Kulesza; Adam Mieczkowski; Jan Romański; Janusz Jurczak

• Book ID: 104359724
• Publisher: Elsevier Science
• Year: 2003
• Tongue: English
• Weight: 383 KB
• Volume: 14
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(03)00121-6

✦ Synopsis

A novel method for the alkoxylation of imines was developed using alkoxytitanium(IV) derivatives as the alkoxy nucleophile donors. A rationale of the results obtained using stereochemical models is proposed. The differences in the stereochemical outcome of the reaction with the titanium species and sodium alkoxides were studied as well as the influence of chiral auxiliaries such as (2R)-bornano-10,2-sultam, (R)-8-phenylmenthol and 10-N,N-dicyclohexylsulphamoyl-(R)-isoborneol.