Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis

Asymmetric synthesis, in which chiral organocatalysts or metal complexes with chiral ligands are used, has become the most valuable methodology for the preparation of enantiomerically pure organic compounds. Among such catalysts/ligands, a growing number constitute various organosulfur compounds. Th...

Full description

Saved in:
Bibliographic Details
Published in:Chemical reviews 2017-03, Vol.117 (5), p.4147-4181
Main Authors: Otocka, Sylwia, Kwiatkowska, Małgorzata, Madalińska, Lidia, Kiełbasiński, Piotr
Format: Article
Language:English
Subjects:
Asymmetry
Catalysis
Catalysts
Chemical synthesis
Derivatives
Ligands
Organic chemicals
Sulfur
Synthesis
Ureas
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-a406t-d38033b6ab0885f7c1bd48428ffc1c0b87680822e9f37a046cb84e880dd3f19a3
cites cdi_FETCH-LOGICAL-a406t-d38033b6ab0885f7c1bd48428ffc1c0b87680822e9f37a046cb84e880dd3f19a3
container_end_page 4181
container_issue 5
container_start_page 4147
container_title Chemical reviews
container_volume 117
creator Otocka, Sylwia
Kwiatkowska, Małgorzata
Madalińska, Lidia
Kiełbasiński, Piotr
description Asymmetric synthesis, in which chiral organocatalysts or metal complexes with chiral ligands are used, has become the most valuable methodology for the preparation of enantiomerically pure organic compounds. Among such catalysts/ligands, a growing number constitute various organosulfur compounds. This Review provides comprehensive and critical information on the plethora of sulfur-based chiral ligands and organocatalysts used in asymmetric synthesis, which have been published within the last 15 years. However, it is confined to the presentation of only those chiral catalysts/ligands that possess a stereogenic sulfur atom and includes sulfoxides, sulfinamides, N-sulfinyl ureas, sulfoximines, and some related S-chiral derivatives.
doi_str_mv 10.1021/acs.chemrev.6b00517
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1893901003</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1868395834</sourcerecordid><originalsourceid>FETCH-LOGICAL-a406t-d38033b6ab0885f7c1bd48428ffc1c0b87680822e9f37a046cb84e880dd3f19a3</originalsourceid><addsrcrecordid>eNqFkU1rGzEQhkVoSFwnv6BQBL30svZotauVejOmX2Dwwcl50Wq1tsx-uBptiv99Zewk0ENyEgPP-46Gh5BPDGYMUjbXBmdmZztvn2aiAshZcUUmLE8hEVLBBzIBAJWkQuS35CPiPo55nhY35DaVTDHF-YTslzvndUvXfqv7Ace2GT1duTjUOF_qoNsjBqR_XdhRTTfBejtsbe8M3ZzZRRi6b3RxOLTO6OCGHqnr6QKPXWeDP3HHPuwsOrwj141u0d5f3il5_PH9YfkrWa1__l4uVonOQISk5hI4r4SuQMq8KQyr6kxmqWwawwxUshASZJpa1fBCQyZMJTMrJdQ1b5jSfEq-nnsPfvgzWgxl59DYttW9HUYsmVRcAYO45X1USK5yybOIfvkP3Q-j7-MhkYpfYpBlLFL8TBk_IHrblAfvOu2PJYPyZK2M1sqLtfJiLaY-X7rHqrP1S-ZZUwTmZ-CUft37RuU_3QOmAA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1876810441</pqid></control><display><type>article</type><title>Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Otocka, Sylwia ; Kwiatkowska, Małgorzata ; Madalińska, Lidia ; Kiełbasiński, Piotr</creator><creatorcontrib>Otocka, Sylwia ; Kwiatkowska, Małgorzata ; Madalińska, Lidia ; Kiełbasiński, Piotr</creatorcontrib><description>Asymmetric synthesis, in which chiral organocatalysts or metal complexes with chiral ligands are used, has become the most valuable methodology for the preparation of enantiomerically pure organic compounds. Among such catalysts/ligands, a growing number constitute various organosulfur compounds. This Review provides comprehensive and critical information on the plethora of sulfur-based chiral ligands and organocatalysts used in asymmetric synthesis, which have been published within the last 15 years. However, it is confined to the presentation of only those chiral catalysts/ligands that possess a stereogenic sulfur atom and includes sulfoxides, sulfinamides, N-sulfinyl ureas, sulfoximines, and some related S-chiral derivatives.</description><identifier>ISSN: 0009-2665</identifier><identifier>EISSN: 1520-6890</identifier><identifier>DOI: 10.1021/acs.chemrev.6b00517</identifier><identifier>PMID: 28191933</identifier><identifier>CODEN: CHREAY</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Asymmetry ; Catalysis ; Catalysts ; Chemical synthesis ; Derivatives ; Ligands ; Organic chemicals ; Sulfur ; Synthesis ; Ureas</subject><ispartof>Chemical reviews, 2017-03, Vol.117 (5), p.4147-4181</ispartof><rights>Copyright © 2017 American Chemical Society</rights><rights>Copyright American Chemical Society Mar 8, 2017</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a406t-d38033b6ab0885f7c1bd48428ffc1c0b87680822e9f37a046cb84e880dd3f19a3</citedby><cites>FETCH-LOGICAL-a406t-d38033b6ab0885f7c1bd48428ffc1c0b87680822e9f37a046cb84e880dd3f19a3</cites><orcidid>0000-0002-0020-2492</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28191933$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Otocka, Sylwia</creatorcontrib><creatorcontrib>Kwiatkowska, Małgorzata</creatorcontrib><creatorcontrib>Madalińska, Lidia</creatorcontrib><creatorcontrib>Kiełbasiński, Piotr</creatorcontrib><title>Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis</title><title>Chemical reviews</title><addtitle>Chem. Rev</addtitle><description>Asymmetric synthesis, in which chiral organocatalysts or metal complexes with chiral ligands are used, has become the most valuable methodology for the preparation of enantiomerically pure organic compounds. Among such catalysts/ligands, a growing number constitute various organosulfur compounds. This Review provides comprehensive and critical information on the plethora of sulfur-based chiral ligands and organocatalysts used in asymmetric synthesis, which have been published within the last 15 years. However, it is confined to the presentation of only those chiral catalysts/ligands that possess a stereogenic sulfur atom and includes sulfoxides, sulfinamides, N-sulfinyl ureas, sulfoximines, and some related S-chiral derivatives.</description><subject>Asymmetry</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Derivatives</subject><subject>Ligands</subject><subject>Organic chemicals</subject><subject>Sulfur</subject><subject>Synthesis</subject><subject>Ureas</subject><issn>0009-2665</issn><issn>1520-6890</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkU1rGzEQhkVoSFwnv6BQBL30svZotauVejOmX2Dwwcl50Wq1tsx-uBptiv99Zewk0ENyEgPP-46Gh5BPDGYMUjbXBmdmZztvn2aiAshZcUUmLE8hEVLBBzIBAJWkQuS35CPiPo55nhY35DaVTDHF-YTslzvndUvXfqv7Ace2GT1duTjUOF_qoNsjBqR_XdhRTTfBejtsbe8M3ZzZRRi6b3RxOLTO6OCGHqnr6QKPXWeDP3HHPuwsOrwj141u0d5f3il5_PH9YfkrWa1__l4uVonOQISk5hI4r4SuQMq8KQyr6kxmqWwawwxUshASZJpa1fBCQyZMJTMrJdQ1b5jSfEq-nnsPfvgzWgxl59DYttW9HUYsmVRcAYO45X1USK5yybOIfvkP3Q-j7-MhkYpfYpBlLFL8TBk_IHrblAfvOu2PJYPyZK2M1sqLtfJiLaY-X7rHqrP1S-ZZUwTmZ-CUft37RuU_3QOmAA</recordid><startdate>20170308</startdate><enddate>20170308</enddate><creator>Otocka, Sylwia</creator><creator>Kwiatkowska, Małgorzata</creator><creator>Madalińska, Lidia</creator><creator>Kiełbasiński, Piotr</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>7U5</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0002-0020-2492</orcidid></search><sort><creationdate>20170308</creationdate><title>Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis</title><author>Otocka, Sylwia ; Kwiatkowska, Małgorzata ; Madalińska, Lidia ; Kiełbasiński, Piotr</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a406t-d38033b6ab0885f7c1bd48428ffc1c0b87680822e9f37a046cb84e880dd3f19a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Asymmetry</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Derivatives</topic><topic>Ligands</topic><topic>Organic chemicals</topic><topic>Sulfur</topic><topic>Synthesis</topic><topic>Ureas</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Otocka, Sylwia</creatorcontrib><creatorcontrib>Kwiatkowska, Małgorzata</creatorcontrib><creatorcontrib>Madalińska, Lidia</creatorcontrib><creatorcontrib>Kiełbasiński, Piotr</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Chemical reviews</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Otocka, Sylwia</au><au>Kwiatkowska, Małgorzata</au><au>Madalińska, Lidia</au><au>Kiełbasiński, Piotr</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis</atitle><jtitle>Chemical reviews</jtitle><addtitle>Chem. Rev</addtitle><date>2017-03-08</date><risdate>2017</risdate><volume>117</volume><issue>5</issue><spage>4147</spage><epage>4181</epage><pages>4147-4181</pages><issn>0009-2665</issn><eissn>1520-6890</eissn><coden>CHREAY</coden><abstract>Asymmetric synthesis, in which chiral organocatalysts or metal complexes with chiral ligands are used, has become the most valuable methodology for the preparation of enantiomerically pure organic compounds. Among such catalysts/ligands, a growing number constitute various organosulfur compounds. This Review provides comprehensive and critical information on the plethora of sulfur-based chiral ligands and organocatalysts used in asymmetric synthesis, which have been published within the last 15 years. However, it is confined to the presentation of only those chiral catalysts/ligands that possess a stereogenic sulfur atom and includes sulfoxides, sulfinamides, N-sulfinyl ureas, sulfoximines, and some related S-chiral derivatives.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>28191933</pmid><doi>10.1021/acs.chemrev.6b00517</doi><tpages>35</tpages><orcidid>https://orcid.org/0000-0002-0020-2492</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0009-2665
ispartof Chemical reviews, 2017-03, Vol.117 (5), p.4147-4181
issn 0009-2665
1520-6890
language eng
recordid cdi_proquest_miscellaneous_1893901003
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Asymmetry
Catalysis
Catalysts
Chemical synthesis
Derivatives
Ligands
Organic chemicals
Sulfur
Synthesis
Ureas
title Chiral Organosulfur Ligands/Catalysts with a Stereogenic Sulfur Atom: Applications in Asymmetric Synthesis
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T14%3A36%3A03IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Chiral%20Organosulfur%20Ligands/Catalysts%20with%20a%20Stereogenic%20Sulfur%20Atom:%20Applications%20in%20Asymmetric%20Synthesis&rft.jtitle=Chemical%20reviews&rft.au=Otocka,%20Sylwia&rft.date=2017-03-08&rft.volume=117&rft.issue=5&rft.spage=4147&rft.epage=4181&rft.pages=4147-4181&rft.issn=0009-2665&rft.eissn=1520-6890&rft.coden=CHREAY&rft_id=info:doi/10.1021/acs.chemrev.6b00517&rft_dat=%3Cproquest_cross%3E1868395834%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a406t-d38033b6ab0885f7c1bd48428ffc1c0b87680822e9f37a046cb84e880dd3f19a3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1876810441&rft_id=info:pmid/28191933&rfr_iscdi=true