Seven-Step Linear Synthesis of Racemic Nicotine Highlighting the Grubbs’ Ring-Closing Metathesis
Poster Number
113
Session Title
Physical Sciences, Math, and Computer Science
College
College of Arts and Sciences
Department
Chemistry, Physics, Geology, & the Environment
Faculty Mentor
Aaron Hartel, Ph.D.
Abstract
Nicotine is a common alkaloid that is predominantly found in tobacco plants and other members of the Solanaceae family. It is a pharmacologically important molecule due to its known stimulant properties and the potential medicinal benefits of its analogues. Nicotine analogues have previously been identified as having the capability to alleviate symptoms of diseases including Alzheimer’s and Parkinson’s. Racemic nicotine has been produced via a seven-step linear synthesis appropriate for an advanced level academic synthesis lab. The synthesis produced an overall yield of 1.02% and features a Grubbs’ Ring-Closing Metathesis (RCM) reaction in Step 5 for the formation of the pyrrolidine ring.
Start Date
24-4-2020 12:00 AM
Seven-Step Linear Synthesis of Racemic Nicotine Highlighting the Grubbs’ Ring-Closing Metathesis
Nicotine is a common alkaloid that is predominantly found in tobacco plants and other members of the Solanaceae family. It is a pharmacologically important molecule due to its known stimulant properties and the potential medicinal benefits of its analogues. Nicotine analogues have previously been identified as having the capability to alleviate symptoms of diseases including Alzheimer’s and Parkinson’s. Racemic nicotine has been produced via a seven-step linear synthesis appropriate for an advanced level academic synthesis lab. The synthesis produced an overall yield of 1.02% and features a Grubbs’ Ring-Closing Metathesis (RCM) reaction in Step 5 for the formation of the pyrrolidine ring.
