Drawing of a leafy plant on the left is next to depictions of molecules with text that reads photoextrusion of three molecules of dinitrogen, four quarternay stereo-centers in a single step, and complete stereochemical control

Drawing of a related Psychotria species by Francisco Manuel Blanco and depiction of the chemical process.

Image courtesy of the researchers.

Movassaghi paper published in Organic Letters

by Crystal Koe |
Categories: Faculty, Research

The paper, Total Synthesis and Stereochemical Assignment of (−)-Psychotridine was published online on March 17, 2022

A paper authored by Tony Z. Scott, Vinicius F. Armelin, and Professor Mohammad Movassaghi was published in Organic Letters on March 17, 2022.

Total Synthesis and Stereochemical Assignment of (−)-Psychotridine

Tony Z. Scott, Vinicius F. Armelin, and Mohammad Movassaghi
Org. Lett. 2022
Published 17 March 2022
DOI: https://doi.org/10.1021/acs.orglett.2c00448 

Abstract

Tony Scott and Vinicius Armelin from the Movassaghi group report the first enantioselective total synthesis and stereochemical assignment of (–)-psychotridine. In a key step, four quaternary stereocenters are secured with complete stereochemical control in a single step via photoextrusion of three molecules of dinitrogen from an advanced trisdiazene pentamer intermediate.

Read the full text on Organic Letters.

The design, discovery, and development of highly selective reactions with broad utility for organic chemistry is central to the research interests of the Movassaghi group. An intimate part of these research activities include mechanistic studies aimed at better understanding the fundamental principles involved in reactivity and selectivity.