Loading…

Total Synthesis, Structural Revision, and Absolute Configuration of (+)-Clavosolide A

Enantioselective synthesis of 3, a revised structure for clavosolide A, was completed. Both 1H and 13C NMR spectra of the natural and synthetic compounds were identical, and optical rotation measurements identified the absolute configuration of the natural clavosolide A as the enantiomer of 3.

Saved in:
Bibliographic Details
Published in:Organic letters 2006-02, Vol.8 (4), p.661-664
Main Authors: Son, Jung Beom, Kim, Si Nae, Kim, Na Yeong, Lee, Duck Hyung
Format: Article
Language:English
Subjects:
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-a379t-ad32497b174900ff113f8f708bf8259184991b59534bf1d559a1de60f3ca77c3
cites cdi_FETCH-LOGICAL-a379t-ad32497b174900ff113f8f708bf8259184991b59534bf1d559a1de60f3ca77c3
container_end_page 664
container_issue 4
container_start_page 661
container_title Organic letters
container_volume 8
creator Son, Jung Beom
Kim, Si Nae
Kim, Na Yeong
Lee, Duck Hyung
description Enantioselective synthesis of 3, a revised structure for clavosolide A, was completed. Both 1H and 13C NMR spectra of the natural and synthetic compounds were identical, and optical rotation measurements identified the absolute configuration of the natural clavosolide A as the enantiomer of 3.
doi_str_mv 10.1021/ol052851n
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_67647205</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>67647205</sourcerecordid><originalsourceid>FETCH-LOGICAL-a379t-ad32497b174900ff113f8f708bf8259184991b59534bf1d559a1de60f3ca77c3</originalsourceid><addsrcrecordid>eNpt0E9LwzAYBvAgipvTg19AclEcrpq3aZrmOIr_YCC4eS5pm2hH18wkHezbG9mYF09J3vx44H0QugRyDySGB9MSFmcMuiM0BBbTiIf38eGekgE6c25JCISJOEUDSJM04zQdoo-F8bLF823nv5Rr3ATPve0r39swfVebxjWmm2DZ1XhaOtP2XuHcdLr5DMKHP2w0vr0bR3krNyaAplZ4eo5OtGydutifI7R4elzkL9Hs7fk1n84iSbnwkaxpnAheAk8EIVoDUJ1pTrJSZzETkCVCQMkEo0mpoWZMSKhVSjStJOcVHaGbXezamu9eOV-sGleptpWdMr0rUp4mPCYswPEOVtY4Z5Uu1rZZSbstgBS_FRaHCoO92of25UrVf3LfWQDXOyArVyxNb7uw4j9BP7TQdqQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>67647205</pqid></control><display><type>article</type><title>Total Synthesis, Structural Revision, and Absolute Configuration of (+)-Clavosolide A</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Son, Jung Beom ; Kim, Si Nae ; Kim, Na Yeong ; Lee, Duck Hyung</creator><creatorcontrib>Son, Jung Beom ; Kim, Si Nae ; Kim, Na Yeong ; Lee, Duck Hyung</creatorcontrib><description>Enantioselective synthesis of 3, a revised structure for clavosolide A, was completed. Both 1H and 13C NMR spectra of the natural and synthetic compounds were identical, and optical rotation measurements identified the absolute configuration of the natural clavosolide A as the enantiomer of 3.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol052851n</identifier><identifier>PMID: 16468736</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Animals ; Macrolides - chemical synthesis ; Macrolides - chemistry ; Molecular Structure ; Nuclear Magnetic Resonance, Biomolecular ; Porifera - chemistry ; Stereoisomerism</subject><ispartof>Organic letters, 2006-02, Vol.8 (4), p.661-664</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-ad32497b174900ff113f8f708bf8259184991b59534bf1d559a1de60f3ca77c3</citedby><cites>FETCH-LOGICAL-a379t-ad32497b174900ff113f8f708bf8259184991b59534bf1d559a1de60f3ca77c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27922,27923</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16468736$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Son, Jung Beom</creatorcontrib><creatorcontrib>Kim, Si Nae</creatorcontrib><creatorcontrib>Kim, Na Yeong</creatorcontrib><creatorcontrib>Lee, Duck Hyung</creatorcontrib><title>Total Synthesis, Structural Revision, and Absolute Configuration of (+)-Clavosolide A</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>Enantioselective synthesis of 3, a revised structure for clavosolide A, was completed. Both 1H and 13C NMR spectra of the natural and synthetic compounds were identical, and optical rotation measurements identified the absolute configuration of the natural clavosolide A as the enantiomer of 3.</description><subject>Animals</subject><subject>Macrolides - chemical synthesis</subject><subject>Macrolides - chemistry</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Porifera - chemistry</subject><subject>Stereoisomerism</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNpt0E9LwzAYBvAgipvTg19AclEcrpq3aZrmOIr_YCC4eS5pm2hH18wkHezbG9mYF09J3vx44H0QugRyDySGB9MSFmcMuiM0BBbTiIf38eGekgE6c25JCISJOEUDSJM04zQdoo-F8bLF823nv5Rr3ATPve0r39swfVebxjWmm2DZ1XhaOtP2XuHcdLr5DMKHP2w0vr0bR3krNyaAplZ4eo5OtGydutifI7R4elzkL9Hs7fk1n84iSbnwkaxpnAheAk8EIVoDUJ1pTrJSZzETkCVCQMkEo0mpoWZMSKhVSjStJOcVHaGbXezamu9eOV-sGleptpWdMr0rUp4mPCYswPEOVtY4Z5Uu1rZZSbstgBS_FRaHCoO92of25UrVf3LfWQDXOyArVyxNb7uw4j9BP7TQdqQ</recordid><startdate>20060216</startdate><enddate>20060216</enddate><creator>Son, Jung Beom</creator><creator>Kim, Si Nae</creator><creator>Kim, Na Yeong</creator><creator>Lee, Duck Hyung</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20060216</creationdate><title>Total Synthesis, Structural Revision, and Absolute Configuration of (+)-Clavosolide A</title><author>Son, Jung Beom ; Kim, Si Nae ; Kim, Na Yeong ; Lee, Duck Hyung</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-ad32497b174900ff113f8f708bf8259184991b59534bf1d559a1de60f3ca77c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Animals</topic><topic>Macrolides - chemical synthesis</topic><topic>Macrolides - chemistry</topic><topic>Molecular Structure</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Porifera - chemistry</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Son, Jung Beom</creatorcontrib><creatorcontrib>Kim, Si Nae</creatorcontrib><creatorcontrib>Kim, Na Yeong</creatorcontrib><creatorcontrib>Lee, Duck Hyung</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Son, Jung Beom</au><au>Kim, Si Nae</au><au>Kim, Na Yeong</au><au>Lee, Duck Hyung</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Total Synthesis, Structural Revision, and Absolute Configuration of (+)-Clavosolide A</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2006-02-16</date><risdate>2006</risdate><volume>8</volume><issue>4</issue><spage>661</spage><epage>664</epage><pages>661-664</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>Enantioselective synthesis of 3, a revised structure for clavosolide A, was completed. Both 1H and 13C NMR spectra of the natural and synthetic compounds were identical, and optical rotation measurements identified the absolute configuration of the natural clavosolide A as the enantiomer of 3.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>16468736</pmid><doi>10.1021/ol052851n</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2006-02, Vol.8 (4), p.661-664
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_67647205
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Animals
Macrolides - chemical synthesis
Macrolides - chemistry
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Porifera - chemistry
Stereoisomerism
title Total Synthesis, Structural Revision, and Absolute Configuration of (+)-Clavosolide A
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-14T12%3A17%3A25IST&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=Total%20Synthesis,%20Structural%20Revision,%20and%20Absolute%20Configuration%20of%20(+)-Clavosolide%20A&rft.jtitle=Organic%20letters&rft.au=Son,%20Jung%20Beom&rft.date=2006-02-16&rft.volume=8&rft.issue=4&rft.spage=661&rft.epage=664&rft.pages=661-664&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol052851n&rft_dat=%3Cproquest_cross%3E67647205%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a379t-ad32497b174900ff113f8f708bf8259184991b59534bf1d559a1de60f3ca77c3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=67647205&rft_id=info:pmid/16468736&rfr_iscdi=true