Aziridinium ions from phenylglycinol — A new approach to the synthesis of chiral diamines

✍ Scribed by Simon E de Sousa; Peter O'Brien

• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 254 KB
• Volume: 38
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(97)01019-8

✦ Synopsis

A new two-step method [(i) N,N-dialkylation; (ii) aziridinium ion formation followed by amine attack] for the synthesis of chiral diamines from phenylglycinol is described. The two steps can be carried out sequentially without isolation of the intermediate amino alcohols to give diamines in good yields (62-76%). An improved protocol for the N,N-dialkylation of phenylglycinol is also reported.