Nonenzymatic Kinetic Resolution of 1,2-Diols Catalyzed by an Organotin Compound

A new nonenzymatic kinetic resolution method of 1,2-diols 1 using chiral organotin catalyst A with benzoyl chloride was developed. A remarkable effect due to an inorganic base such as sodium carbonate and a small portion of water on the ee of the main products 2 was observed. The reaction showed hig...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 1999-10, Vol.1 (7), p.969-972
Hauptverfasser: Iwasaki, Fumiaki, Maki, Toshihide, Nakashima, Waka, Onomura, Osamu, Matsumura, Yoshihiro
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 972
container_issue 7
container_start_page 969
container_title Organic letters
container_volume 1
creator Iwasaki, Fumiaki
Maki, Toshihide
Nakashima, Waka
Onomura, Osamu
Matsumura, Yoshihiro
description A new nonenzymatic kinetic resolution method of 1,2-diols 1 using chiral organotin catalyst A with benzoyl chloride was developed. A remarkable effect due to an inorganic base such as sodium carbonate and a small portion of water on the ee of the main products 2 was observed. The reaction showed high enantio- and chemoselectivities to 1,2-diols 1.
doi_str_mv 10.1021/ol9908373
format Article
fullrecord <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_ol9908373</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c863289761</sourcerecordid><originalsourceid>FETCH-LOGICAL-a323t-1a5eb09e59cd50c694543fea3d81ca0cbcb61eaf8c501233858d64dadb0977a93</originalsourceid><addsrcrecordid>eNptkEtLxDAUhYMoOI4u_AfZuBCs5tG0zVLq-MDBgui63CapZGiTIWkXnV9vh5FZuTqHy3cOl4PQNSX3lDD64DspScFzfoIWVDCe5ESw06PPyDm6iHFDCJ0vcoGqD--M2009DFbhd-vMXj9N9N04WO-wbzG9Y8mT9V3EJQzQTTujcTNhcLgKP-D8YB0ufb_1o9OX6KyFLpqrP12i7-fVV_marKuXt_JxnQBnfEgoCNMQaYRUWhCVyVSkvDXAdUEVENWoJqMG2kIJQhnnhSh0lmrQcyjPQfIluj30quBjDKatt8H2EKaaknq_RH1cYmZvDiyoWG_8GNz82T_cLz51XKw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Nonenzymatic Kinetic Resolution of 1,2-Diols Catalyzed by an Organotin Compound</title><source>ACS Publications</source><creator>Iwasaki, Fumiaki ; Maki, Toshihide ; Nakashima, Waka ; Onomura, Osamu ; Matsumura, Yoshihiro</creator><creatorcontrib>Iwasaki, Fumiaki ; Maki, Toshihide ; Nakashima, Waka ; Onomura, Osamu ; Matsumura, Yoshihiro</creatorcontrib><description>A new nonenzymatic kinetic resolution method of 1,2-diols 1 using chiral organotin catalyst A with benzoyl chloride was developed. A remarkable effect due to an inorganic base such as sodium carbonate and a small portion of water on the ee of the main products 2 was observed. The reaction showed high enantio- and chemoselectivities to 1,2-diols 1.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol9908373</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Organic letters, 1999-10, Vol.1 (7), p.969-972</ispartof><rights>Copyright © 1999 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a323t-1a5eb09e59cd50c694543fea3d81ca0cbcb61eaf8c501233858d64dadb0977a93</citedby><cites>FETCH-LOGICAL-a323t-1a5eb09e59cd50c694543fea3d81ca0cbcb61eaf8c501233858d64dadb0977a93</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol9908373$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol9908373$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>315,781,785,2766,27081,27929,27930,56743,56793</link.rule.ids></links><search><creatorcontrib>Iwasaki, Fumiaki</creatorcontrib><creatorcontrib>Maki, Toshihide</creatorcontrib><creatorcontrib>Nakashima, Waka</creatorcontrib><creatorcontrib>Onomura, Osamu</creatorcontrib><creatorcontrib>Matsumura, Yoshihiro</creatorcontrib><title>Nonenzymatic Kinetic Resolution of 1,2-Diols Catalyzed by an Organotin Compound</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>A new nonenzymatic kinetic resolution method of 1,2-diols 1 using chiral organotin catalyst A with benzoyl chloride was developed. A remarkable effect due to an inorganic base such as sodium carbonate and a small portion of water on the ee of the main products 2 was observed. The reaction showed high enantio- and chemoselectivities to 1,2-diols 1.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNptkEtLxDAUhYMoOI4u_AfZuBCs5tG0zVLq-MDBgui63CapZGiTIWkXnV9vh5FZuTqHy3cOl4PQNSX3lDD64DspScFzfoIWVDCe5ESw06PPyDm6iHFDCJ0vcoGqD--M2009DFbhd-vMXj9N9N04WO-wbzG9Y8mT9V3EJQzQTTujcTNhcLgKP-D8YB0ufb_1o9OX6KyFLpqrP12i7-fVV_marKuXt_JxnQBnfEgoCNMQaYRUWhCVyVSkvDXAdUEVENWoJqMG2kIJQhnnhSh0lmrQcyjPQfIluj30quBjDKatt8H2EKaaknq_RH1cYmZvDiyoWG_8GNz82T_cLz51XKw</recordid><startdate>19991007</startdate><enddate>19991007</enddate><creator>Iwasaki, Fumiaki</creator><creator>Maki, Toshihide</creator><creator>Nakashima, Waka</creator><creator>Onomura, Osamu</creator><creator>Matsumura, Yoshihiro</creator><general>American Chemical Society</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19991007</creationdate><title>Nonenzymatic Kinetic Resolution of 1,2-Diols Catalyzed by an Organotin Compound</title><author>Iwasaki, Fumiaki ; Maki, Toshihide ; Nakashima, Waka ; Onomura, Osamu ; Matsumura, Yoshihiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a323t-1a5eb09e59cd50c694543fea3d81ca0cbcb61eaf8c501233858d64dadb0977a93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Iwasaki, Fumiaki</creatorcontrib><creatorcontrib>Maki, Toshihide</creatorcontrib><creatorcontrib>Nakashima, Waka</creatorcontrib><creatorcontrib>Onomura, Osamu</creatorcontrib><creatorcontrib>Matsumura, Yoshihiro</creatorcontrib><collection>CrossRef</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Iwasaki, Fumiaki</au><au>Maki, Toshihide</au><au>Nakashima, Waka</au><au>Onomura, Osamu</au><au>Matsumura, Yoshihiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nonenzymatic Kinetic Resolution of 1,2-Diols Catalyzed by an Organotin Compound</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>1999-10-07</date><risdate>1999</risdate><volume>1</volume><issue>7</issue><spage>969</spage><epage>972</epage><pages>969-972</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>A new nonenzymatic kinetic resolution method of 1,2-diols 1 using chiral organotin catalyst A with benzoyl chloride was developed. A remarkable effect due to an inorganic base such as sodium carbonate and a small portion of water on the ee of the main products 2 was observed. The reaction showed high enantio- and chemoselectivities to 1,2-diols 1.</abstract><pub>American Chemical Society</pub><doi>10.1021/ol9908373</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 1999-10, Vol.1 (7), p.969-972
issn 1523-7060
1523-7052
language eng
recordid cdi_crossref_primary_10_1021_ol9908373
source ACS Publications
title Nonenzymatic Kinetic Resolution of 1,2-Diols Catalyzed by an Organotin Compound
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-15T15%3A46%3A39IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Nonenzymatic%20Kinetic%20Resolution%20of%201,2-Diols%20Catalyzed%20by%20an%20Organotin%20Compound&rft.jtitle=Organic%20letters&rft.au=Iwasaki,%20Fumiaki&rft.date=1999-10-07&rft.volume=1&rft.issue=7&rft.spage=969&rft.epage=972&rft.pages=969-972&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol9908373&rft_dat=%3Cacs_cross%3Ec863289761%3C/acs_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true