Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b

Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b

Chiral ( S )- and ( R )- 18 O-glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, and the subsequent asymmetric autocatalysis affords ( R )- and ( S )-pyrimidyl alkanol with high enantiomeric excess, respectively. Oxygen isotopic ( 18 O/ 16 O) chirality of gly...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Hauptverfasser: Matsumoto, Arimasa, Oji, Shotaro, Takano, Shizuka, Tada, Kyohei, Kawasaki, Tsuneomi, Soai, Kenso
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2931
container_issue 18
container_start_page 2928
container_title
container_volume 11
creator Matsumoto, Arimasa
Oji, Shotaro
Takano, Shizuka
Tada, Kyohei
Kawasaki, Tsuneomi
Soai, Kenso
description Chiral ( S )- and ( R )- 18 O-glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, and the subsequent asymmetric autocatalysis affords ( R )- and ( S )-pyrimidyl alkanol with high enantiomeric excess, respectively. Oxygen isotopic ( 18 O/ 16 O) chirality of glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde with high enantiomeric excess in conjunction with asymmetric autocatalysis.
doi_str_mv 10.1039/c3ob40293b
format Article
fullrecord <record><control><sourceid>rsc</sourceid><recordid>TN_cdi_rsc_primary_c3ob40293b</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>c3ob40293b</sourcerecordid><originalsourceid>FETCH-rsc_primary_c3ob40293b3</originalsourceid><addsrcrecordid>eNqFjz9LBDEUxIMoeP5p7IVnp8Wd2cvqsnaiK15lcfbL29zb9Uk2CUlOzFfx07qFaCFoNcP8hoER4qSQi0Kq-lIr15VyWatuR8yKsqrm8krVu99-KffFQYyvUhZ1dV3OxMdtzONIKbAG3CanMaHJkSNM0TBQoA10Gdx7HsgCR5ecZ43GZNAvHNDAYLKmwLYxpFNwdhqKW-8NjWQThgxsexdGTOwsnDfr1QXgG7LBztAC1kRw_7S6gd8PjsRejybS8ZceitOH5vnucR6ibn3gcRpvf-rqf372F2_9plefP4lmBw</addsrcrecordid><sourcetype>Enrichment Source</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Matsumoto, Arimasa ; Oji, Shotaro ; Takano, Shizuka ; Tada, Kyohei ; Kawasaki, Tsuneomi ; Soai, Kenso</creator><creatorcontrib>Matsumoto, Arimasa ; Oji, Shotaro ; Takano, Shizuka ; Tada, Kyohei ; Kawasaki, Tsuneomi ; Soai, Kenso</creatorcontrib><description>Chiral ( S )- and ( R )- 18 O-glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, and the subsequent asymmetric autocatalysis affords ( R )- and ( S )-pyrimidyl alkanol with high enantiomeric excess, respectively. Oxygen isotopic ( 18 O/ 16 O) chirality of glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde with high enantiomeric excess in conjunction with asymmetric autocatalysis.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c3ob40293b</identifier><language>eng</language><creationdate>2013-04</creationdate><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Matsumoto, Arimasa</creatorcontrib><creatorcontrib>Oji, Shotaro</creatorcontrib><creatorcontrib>Takano, Shizuka</creatorcontrib><creatorcontrib>Tada, Kyohei</creatorcontrib><creatorcontrib>Kawasaki, Tsuneomi</creatorcontrib><creatorcontrib>Soai, Kenso</creatorcontrib><title>Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b</title><description>Chiral ( S )- and ( R )- 18 O-glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, and the subsequent asymmetric autocatalysis affords ( R )- and ( S )-pyrimidyl alkanol with high enantiomeric excess, respectively. Oxygen isotopic ( 18 O/ 16 O) chirality of glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde with high enantiomeric excess in conjunction with asymmetric autocatalysis.</description><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFjz9LBDEUxIMoeP5p7IVnp8Wd2cvqsnaiK15lcfbL29zb9Uk2CUlOzFfx07qFaCFoNcP8hoER4qSQi0Kq-lIr15VyWatuR8yKsqrm8krVu99-KffFQYyvUhZ1dV3OxMdtzONIKbAG3CanMaHJkSNM0TBQoA10Gdx7HsgCR5ecZ43GZNAvHNDAYLKmwLYxpFNwdhqKW-8NjWQThgxsexdGTOwsnDfr1QXgG7LBztAC1kRw_7S6gd8PjsRejybS8ZceitOH5vnucR6ibn3gcRpvf-rqf372F2_9plefP4lmBw</recordid><startdate>20130417</startdate><enddate>20130417</enddate><creator>Matsumoto, Arimasa</creator><creator>Oji, Shotaro</creator><creator>Takano, Shizuka</creator><creator>Tada, Kyohei</creator><creator>Kawasaki, Tsuneomi</creator><creator>Soai, Kenso</creator><scope/></search><sort><creationdate>20130417</creationdate><title>Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b</title><author>Matsumoto, Arimasa ; Oji, Shotaro ; Takano, Shizuka ; Tada, Kyohei ; Kawasaki, Tsuneomi ; Soai, Kenso</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c3ob40293b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matsumoto, Arimasa</creatorcontrib><creatorcontrib>Oji, Shotaro</creatorcontrib><creatorcontrib>Takano, Shizuka</creatorcontrib><creatorcontrib>Tada, Kyohei</creatorcontrib><creatorcontrib>Kawasaki, Tsuneomi</creatorcontrib><creatorcontrib>Soai, Kenso</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matsumoto, Arimasa</au><au>Oji, Shotaro</au><au>Takano, Shizuka</au><au>Tada, Kyohei</au><au>Kawasaki, Tsuneomi</au><au>Soai, Kenso</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b</atitle><date>2013-04-17</date><risdate>2013</risdate><volume>11</volume><issue>18</issue><spage>2928</spage><epage>2931</epage><pages>2928-2931</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Chiral ( S )- and ( R )- 18 O-glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde, and the subsequent asymmetric autocatalysis affords ( R )- and ( S )-pyrimidyl alkanol with high enantiomeric excess, respectively. Oxygen isotopic ( 18 O/ 16 O) chirality of glycerin induces enantioselective addition of diisopropylzinc to pyrimidine-5-carbaldehyde with high enantiomeric excess in conjunction with asymmetric autocatalysis.</abstract><doi>10.1039/c3ob40293b</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof
issn 1477-0520
1477-0539
language eng
recordid cdi_rsc_primary_c3ob40293b
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
title Asymmetric autocatalysis triggered by oxygen isotopically chiral glycerinElectronic supplementary information (ESI) available. See DOI: 10.1039/c3ob40293b
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-07T17%3A06%3A28IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-rsc&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Asymmetric%20autocatalysis%20triggered%20by%20oxygen%20isotopically%20chiral%20glycerinElectronic%20supplementary%20information%20(ESI)%20available.%20See%20DOI:%2010.1039/c3ob40293b&rft.au=Matsumoto,%20Arimasa&rft.date=2013-04-17&rft.volume=11&rft.issue=18&rft.spage=2928&rft.epage=2931&rft.pages=2928-2931&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/c3ob40293b&rft_dat=%3Crsc%3Ec3ob40293b%3C/rsc%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