Nav: Home

An entry to optically active oxazolidinones: The use of neutral phosphonium salt catalysts

July 12, 2019

Oxazolidinones are coveted in the field of medicine and pharmacology for their bioactive properties. There is hope that structurally different types of oxazolidinones can be building blocks for new drugs. With this research, Assistant Professor Yasunori Toda led a team of researchers at Shinshu University to use a neutral phosphonium salt catalyst for the oxazolidinone synthesis from glycidols and isocyanates. Although the conventional method by basic catalysis caused loss of enantiomeric excess in the reaction using optically pure glycidol, the neutral catalysis inhibited the undesired racemization to afford the product in high yields with high selectivities.

Assistant Professor Toda sat down with us for a brief interview about his research into oxazolidinones.

1) What is the aim of this study?
    The development of neutral catalysts. Now, we are focusing on the catalytic ability of the molecule, which is one of the phosphonium salts, called?tetraarylphosphonium salts.
2) What is the most important message from the paper that you want readers to understand and remember?
    The most important message to remember is that the iodide ion of the catalyst works as a hydrogen-bond acceptor.
3) What was the most challenging part and exciting aspect of the research?
    Making a new and original molecule is a fun part of organic chemistry, but which is always very challenging, because nobody knows how the molecule works.
4) What's the next step?
    We are curious of carbon dioxide fixation. The use of carbon dioxide instead of isocyanates can be interesting. We also need to understand the precise mechanism of the reaction by computational studies.
5) What is your ultimate goal?
    My goal is the development of my name reaction like Toda reaction, which would be my pleasure as a chemist.
With the increase of drug resistant infections, new synthetic approaches to potential drug targets are very welcome. For further information please read the article on Chemical Communications.

Shinshu University

Related Research Articles:

More Research News and Research Current Events

Trending Science News

Current Coronavirus (COVID-19) News

Top Science Podcasts

We have hand picked the top science podcasts of 2020.
Now Playing: TED Radio Hour

Our Relationship With Water
We need water to live. But with rising seas and so many lacking clean water – water is in crisis and so are we. This hour, TED speakers explore ideas around restoring our relationship with water. Guests on the show include legal scholar Kelsey Leonard, artist LaToya Ruby Frazier, and community organizer Colette Pichon Battle.
Now Playing: Science for the People

#568 Poker Face Psychology
Anyone who's seen pop culture depictions of poker might think statistics and math is the only way to get ahead. But no, there's psychology too. Author Maria Konnikova took her Ph.D. in psychology to the poker table, and turned out to be good. So good, she went pro in poker, and learned all about her own biases on the way. We're talking about her new book "The Biggest Bluff: How I Learned to Pay Attention, Master Myself, and Win".
Now Playing: Radiolab

First things first: our very own Latif Nasser has an exciting new show on Netflix. He talks to Jad about the hidden forces of the world that connect us all. Then, with an eye on the upcoming election, we take a look back: at two pieces from More Perfect Season 3 about Constitutional amendments that determine who gets to vote. Former Radiolab producer Julia Longoria takes us to Washington, D.C. The capital is at the heart of our democracy, but it's not a state, and it wasn't until the 23rd Amendment that its people got the right to vote for president. But that still left DC without full representation in Congress; D.C. sends a "non-voting delegate" to the House. Julia profiles that delegate, Congresswoman Eleanor Holmes Norton, and her unique approach to fighting for power in a virtually powerless role. Second, Radiolab producer Sarah Qari looks at a current fight to lower the US voting age to 16 that harkens back to the fight for the 26th Amendment in the 1960s. Eighteen-year-olds at the time argued that if they were old enough to be drafted to fight in the War, they were old enough to have a voice in our democracy. But what about today, when even younger Americans are finding themselves at the center of national political debates? Does it mean we should lower the voting age even further? This episode was reported and produced by Julia Longoria and Sarah Qari. Check out Latif Nasser's new Netflix show Connected here. Support Radiolab today at