Versatile Synthesis of Secondary 2-Amino Thiols and/or Their Disulfides via Thiazolinium Salts

✍ Scribed by Guillaume Mercey; Jean-François Lohier; Annie-Claude Gaumont; Jocelyne Levillain; Mihaela Gulea

• Book ID: 102172326
• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 237 KB
• Volume: 2009
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200900514

✦ Synopsis

Abstract

Commercially available β‐amino alcohols have been transformed into various secondary β‐amino thiols and/or their disulfides by using methyl dithioacetate as a source of sulfur. The transformation involves a thiazolinium salt as a versatile key intermediate, which enables easy modulation of the product structure by varying the substituents on the heterocycle and the N‐alkylating agent.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)