Issue 33, 2022
From the journal:

Chemical Science

Mechanistic dichotomy in the solvent dependent access to E vs. Z-allylic amines via decarboxylative vinylation of amino acids†

Samir Manna,a   Shunta Kakumachi,bc   Kanak Kanti Das,a   Youichi Tsuchiya, ORCID logo *c   Chihaya Adachi ORCID logo bc  and  Santanu Panda ORCID logo *a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Kharagpur, Kharagpur 721302, India
E-mail: spanda@chem.iitkgp.ac.in

b Department of Chemistry and Biochemistry, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan

c Center for Organic Photonics and Electronics Research (OPERA), Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan

Abstract

The solvent plays an important role in the photophysical properties of donor–acceptor based photocatalysts. The solvent-dependent access to E vs. Z-allylic amines was achieved via decarboxylative vinylation of amino acids with vinyl sulfones. Detailed experimental studies have been conducted to understand the role of the solvent in the reactivity and stereoselectivity of the vinylation reactions.

Graphical abstract: Mechanistic dichotomy in the solvent dependent access to E vs. Z-allylic amines via decarboxylative vinylation of amino acids

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Article information

DOI
https://doi.org/10.1039/D2SC02090D
Article type
Edge Article
Submitted
12 Apr 2022
Accepted
15 Jul 2022
First published
21 Jul 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022,13, 9678-9684

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Mechanistic dichotomy in the solvent dependent access to E vs. Z-allylic amines via decarboxylative vinylation of amino acids

S. Manna, S. Kakumachi, K. K. Das, Y. Tsuchiya, C. Adachi and S. Panda, Chem. Sci., 2022, 13, 9678 DOI: 10.1039/D2SC02090D

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