A new strategy for the synthesis of β-benzylmercaptoethylamine derivatives

✍ Scribed by Subrata Ghosh; Gregory P. Tochtrop

• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 318 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2009.01.133

✦ Synopsis

Here we describe a new experimental approach to the synthesis of the β-benzylmercaptoethylamine functionality and illustrate its synthetic utility in multi-component reactions. Although prevalent in modern organic synthesis, no general methods have been described for this functionality. Using a carefully developed LiOH-water-ethanol reaction mixture we were able to produce a diverse collection of β-benzylmercaptoethylamines containing a range of sensitive functional groups in excellent yields. To further illustrate their utility in molecular library synthesis, we also report the use of β-benzylmercaptoethylamines in five different multi-component reactions.