{"id":30,"date":"2021-08-13T17:15:29","date_gmt":"2021-08-13T17:15:29","guid":{"rendered":"https:\/\/kaviaari.kapsi.fi\/wordpress\/?page_id=30"},"modified":"2021-08-18T00:23:20","modified_gmt":"2021-08-18T00:23:20","slug":"research","status":"publish","type":"page","link":"https:\/\/kaviaari.kapsi.fi\/wordpress\/research\/","title":{"rendered":"Research"},"content":{"rendered":"\n<p>The ETOS group operates at the interface between experimental and computer-assisted organic synthesis. Our work is largely driven by inspiration drawn from <strong>polycylic alkaloid natural products<\/strong> which are used as platforms for development of new synthetic methods and the study of mechanistically intriguing processes.<\/p>\n\n\n\n<h4 class=\"wp-block-heading\"><strong>Organic Synthetic Chemistry<\/strong><\/h4>\n\n\n\n<p>Organic synthetic reactions should be readily accessible to the entire scientific community, allowing people to easily make the molecules they need. This is why we are interested in the development of reliable <strong>bench-stable reagents<\/strong>, and <strong>spot-to-spot open-flask synthetic methods<\/strong>. To foster new synthetic ideas and to truly acid-test the limitations of current chemistry, we are pursuing the development of <strong>ideal syntheses for polycylic alkaloids<\/strong>. In particular, we are interested in the synthesis and biology of structurally unique and highly rare&nbsp;racemic&nbsp;alkaloids.<\/p>\n\n\n\n<p>The overarching theme in all of our research efforts is the&nbsp;<em>fundamental physical understanding&nbsp;<\/em>of the chemical processes involved. With deeper understanding of underlying regio- and stereoselectivity elements comes greater control over the chemistry at hand. In the long run, we hope such an approach of combining synthesis with computational tools on a fundamental level will provide chemists with reliable tools for&nbsp;<em>a-priori&nbsp;<\/em>prediction even in the realm of dauntingly complex natural product syntheses.<\/p>\n\n\n\n<p>Relevant publications:<\/p>\n\n\n\n<ul class=\"wp-block-list\"><li>Serna, A. V.; K\u00fcrti, L.*,\u00a0<strong>Siitonen, J. H.*\u00a0<\/strong>\u201cTotal Synthesis of (\u00b1)-Setigerumine I: Biosynthetic Origins of the Elusive Racemic\u00a0<em>Papaveracaea<\/em>\u00a0Isoxazolidine Alkaloids\u201d,\u00a0<a href=\"https:\/\/doi.org\/10.33774\/chemrxiv-2021-m9ltg\">ChemRXiv preprint<\/a>,\u00a0<strong>2021<\/strong>.<\/li><li><strong>Siitonen, J. H.<\/strong>; Kattamuri, P. V.; Yousufuddin, M.; K\u00fcrti, L.* \u201cArylboronic Acid-Catalyzed\u00a0<em>C<\/em>-Allylation of Unprotected Oximes: Total Synthesis of\u00a0<em>N<\/em>-Me-Euphococcine\u201d,\u00a0<em>Org. Lett.<\/em>\u00a0<strong>2020<\/strong>,\u00a022,\u00a0<em>6<\/em>, 2486<em>\u00a0<\/em>(<a href=\"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.orglett.0c00727\">DOI<\/a>).<\/li><li><strong>\u00a0Siitonen, J. H.<\/strong>*; Lira, S.; Youssufuddin, M.; K\u00fcrti, L.* \u201cTotal Synthesis of Isatindigotindoline C\u201d,\u00a0<em>Org. Biomol. Chem.<\/em>\u00a0<strong>2020<\/strong>,\u00a0<em>18<\/em>, 2051\u00a0<a href=\"https:\/\/doi.org\/10.1039\/D0OB00270D\">(DOI)<\/a><em>.<\/em>\u00a0Featured in\u00a0<a href=\"https:\/\/www.organic-chemistry.org\/Highlights\/2020\/16November.shtm\">Org. Chem. Highlights: Alkaloid Synthesis<\/a><\/li><\/ul>\n\n\n\n<div class=\"wp-block-image\"><figure class=\"aligncenter size-large is-resized\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/jsi_syntheses-1024x500.png\" alt=\"\" class=\"wp-image-106\" width=\"768\" height=\"375\" srcset=\"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/jsi_syntheses-1024x500.png 1024w, https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/jsi_syntheses-300x146.png 300w, https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/jsi_syntheses-768x375.png 768w, https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/jsi_syntheses-1536x749.png 1536w, https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/jsi_syntheses-2048x999.png 2048w\" sizes=\"auto, (max-width: 768px) 100vw, 768px\" \/><\/figure><\/div>\n\n\n\n<h4 class=\"wp-block-heading\"><strong>Computational and Theoretical Synthetic Chemistry<\/strong><\/h4>\n\n\n\n<p>How can we mathematically represent organic synthesis and what insights does this give us? We are developing algorithms, data structures and mathematical representations, especially those based on <strong>graph theory<\/strong>, to provide new ways of looking at organic synthesis. <\/p>\n\n\n\n<p>In addition, we are heavily involved in <strong>studying reaction mechanisms<\/strong> using computational methods. Main quantum-chemistry tools used are Gaussian, xTB, crest, ORCA, Molcas, NCIplot and IboView. For studying energy landscapes a breadth of tools, including NEB and GSM are used. In particular, we are focused on applying intrinsic bonding orbitals (IBOs) in combination with minimum energy pathway finding methods as tools to understand the inner workings of chemical reactions.<\/p>\n\n\n\n<p>Relevant publications:<\/p>\n\n\n\n<ul class=\"wp-block-list\"><li>Cs\u00f3k\u00e1s, D.;&nbsp;<strong>Siitonen, J. H.<\/strong>; Pihko, P. M.*; Papai, I.* \u201cConformationally Locked Pyramidality Explains the Methylation Stereochemistry of&nbsp;<em>trans<\/em>-Fused Butyrolactones\u201d,&nbsp;<em>Org. Lett.<\/em>&nbsp;<strong>2020<\/strong>, 22,&nbsp;<em>12<\/em>, 4597 (<a href=\"https:\/\/pubs.acs.org\/doi\/abs\/10.1021\/acs.orglett.0c01008\">DOI<\/a>).&nbsp;<\/li><li>Cheng, Q.-Q.; Zhou, Z.; Jiang, H.;&nbsp;<strong>Siitonen, J. H.;<\/strong>&nbsp;Ess, D. H.*; Zhang X.; K\u00fcrti, L.* \u201cOrganocatalytic nitrogen-transfer to unactivated olefins&nbsp;<em>via<\/em>&nbsp;transient oxaziridines\u201d,&nbsp;<em>Nature Catalysis<\/em>&nbsp;<strong>2020<\/strong>,&nbsp;<em>3<\/em>, 386.&nbsp;<a href=\"https:\/\/doi.org\/10.1038\/s41929-020-0430-4\">(DOI)<\/a>.<\/li><\/ul>\n\n\n\n<div class=\"wp-block-image wp-duotone-000000-ffffff-1\"><figure class=\"aligncenter size-full is-resized\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/nbo.png\" alt=\"\" class=\"wp-image-243\" width=\"748\" height=\"680\" srcset=\"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/nbo.png 997w, https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/nbo-300x273.png 300w, https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-content\/uploads\/2021\/08\/nbo-768x699.png 768w\" sizes=\"auto, (max-width: 748px) 100vw, 748px\" \/><\/figure><\/div>\n\n\n\n<h4 class=\"wp-block-heading\"><strong>Chemistry Education<\/strong><\/h4>\n\n\n\n<blockquote class=\"wp-block-quote is-layout-flow wp-block-quote-is-layout-flow\"><p>What are the key contributors to effective and inclusive chemistry education?<\/p><\/blockquote>\n\n\n\n<p>Outside of organic chemistry research one of our main efforts in chemistry education is aimed at helping and encouraging kids interested who are interested in science. We want to help kids who are interested in science get the support they need to become the next generation of scientist and engineers.<\/p>\n\n\n\n<p>We am also interested in providing university level students with a comprehensive understanding of chemistry. Chemistry concepts should not be divided into separate categories such as physical, inorganic, organic or analytical, but rather they should be unified to form a coherent body of information. The same underlying physics, quantum mechanics and thermodynamics, governs all of chemistry.<\/p>\n\n\n\n<p>As for learning theories and pedagogy, we are studying the effects of emotions on learning science. Oftentimes sciences are seen as cold and separate from emotions. However, emotions play a key role in science education and should be taken into account when planning, executing and evaluating truly inclusive higher education.<\/p>\n\n\n\n<h4 class=\"wp-block-heading\">Research Powered by<\/h4>\n\n\n\n<div class=\"wp-block-image\"><figure class=\"aligncenter is-resized\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/www.researchgate.net\/profile\/Gianluca_Trotta3\/publication\/330881061\/figure\/fig1\/AS:723550822469635@1549519367833\/This-work-has-been-supported-by-the-Jenny-and-Antti-Wihuri-Foundation-Jenny-ja-Antti.png\" alt=\"\" width=\"213\" height=\"211\"\/><\/figure><\/div>\n\n\n\n<div class=\"wp-block-image\"><figure class=\"aligncenter is-resized\"><img loading=\"lazy\" decoding=\"async\" src=\"http:\/\/karttula.fi\/wp-content\/uploads\/\/2016\/07\/oskar-huttunen-1.jpg\" alt=\"\" width=\"568\" height=\"156\"\/><\/figure><\/div>\n\n\n\n<div class=\"wp-block-image\"><figure class=\"aligncenter is-resized\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/www.flagera.eu\/wp-content\/uploads\/2016\/05\/aka_logo_eng_0-1200x576.png\" alt=\"\" width=\"600\" height=\"288\"\/><\/figure><\/div>\n\n\n\n<div class=\"wp-block-image\"><figure class=\"aligncenter is-resized\"><img loading=\"lazy\" decoding=\"async\" src=\"https:\/\/brand.rice.edu\/sites\/g\/files\/bxs2591\/files\/2019-08\/190308_Rice_Mechanical_Brand_Standards_Logos-9.png\" alt=\"\" width=\"372\" height=\"74\"\/><\/figure><\/div>\n","protected":false},"excerpt":{"rendered":"<p>The ETOS group operates at the interface between experimental and computer-assisted organic synthesis. Our work is largely driven by inspiration drawn from polycylic alkaloid natural products which are used as platforms for development of new synthetic methods and the study&#8230;<\/p>\n","protected":false},"author":1,"featured_media":0,"parent":0,"menu_order":0,"comment_status":"closed","ping_status":"closed","template":"","meta":{"footnotes":""},"class_list":["post-30","page","type-page","status-publish","hentry"],"_links":{"self":[{"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/pages\/30","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/pages"}],"about":[{"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/types\/page"}],"author":[{"embeddable":true,"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/comments?post=30"}],"version-history":[{"count":60,"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/pages\/30\/revisions"}],"predecessor-version":[{"id":252,"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/pages\/30\/revisions\/252"}],"wp:attachment":[{"href":"https:\/\/kaviaari.kapsi.fi\/wordpress\/wp-json\/wp\/v2\/media?parent=30"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}