A short and efficient synthesis of unnatural (R)-nicotine

✍ Scribed by Sandrine Girard; Richard J Robins; Jean Villiéras; Jacques Lebreton

• Book ID: 104211224
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 81 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)01675-0

✦ Synopsis

A short and efficient synthesis of unnatural (R)-nicotine is described, in which the key step is an intramolecular hydroboration-cycloalkylation of an azido-olefin intermediate. The synthesis is achieved in only four steps, with an overall yield of 51% (or in six steps with an overall yield of 65%).