A New, Iterative Strategy of Oligosaccharide Synthesis Based on Highly Reactive β-Bromoglycosides Derived from Selenoglycosides
Stereoselective conversion of a selenoglycoside to a β-bromoglycoside in the absence of a glycosyl acceptor followed by the coupling with another selenoglycoside affords the corresponding glycosylated selenoglycoside, which could be directly used for the next glycosylation. The iteration of this seq...
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| Veröffentlicht in: | Organic letters 2001-11, Vol.3 (24), p.3867-3870 |
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| container_end_page | 3870 |
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| container_issue | 24 |
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| container_title | Organic letters |
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| creator | Yamago, Shigeru Yamada, Takeshi Hara, Osamu Ito, Hiroki Mino, Yosuke Yoshida, Jun-ichi |
| description | Stereoselective conversion of a selenoglycoside to a β-bromoglycoside in the absence of a glycosyl acceptor followed by the coupling with another selenoglycoside affords the corresponding glycosylated selenoglycoside, which could be directly used for the next glycosylation. The iteration of this sequence allows the synthesis of a variety of oligosaccharides including an elicitor active heptasaccharide. |
| doi_str_mv | 10.1021/ol016713j |
| format | Article |
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The iteration of this sequence allows the synthesis of a variety of oligosaccharides including an elicitor active heptasaccharide.</description><subject>Bromine - chemistry</subject><subject>Carbohydrate Sequence</subject><subject>Glycosides - chemistry</subject><subject>Molecular Sequence Data</subject><subject>Oligosaccharides - chemical synthesis</subject><subject>Selenium Compounds - chemistry</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkE1OwzAQhS0EoqWw4ALIG5CQCHiS2EmWbfkpUkUl2n3kJpM0VRIXOwVlx5k4CGfC0KqwYOHxaN43T5pHyCmwa2Au3KiSgQjAW-6RLnDXcwLG3f1dL1iHHBmzZAzsJDokHYDAZZyLLnnv0yd8u6KPDWrZFK9Ip41tMG-pyuikLHJlZJIspC5Sq7V1s0BTGDqQBlOqajoq8kXZ0meUyc_654cz0KpSedkmytglQ29RWyWlmZ3TKZZY_1GPyUEmS4Mn279HZvd3s-HIGU8eHof9sSM9zhsnlL6Utgjmgc8BIjcK52HEEuGGIuBon3ARmC99ns1DIUKcBwBMyCgUqe_1yMXGdqXVyxpNE1eFSbAsZY1qbeLA9VjEwbPg5QZMtDJGYxavdFFJ3cbA4u-0413alj3bmq7nFaa_5DZeC5xvAJmYeKnWurYn_mP0BZDKhxM</recordid><startdate>20011129</startdate><enddate>20011129</enddate><creator>Yamago, Shigeru</creator><creator>Yamada, Takeshi</creator><creator>Hara, Osamu</creator><creator>Ito, Hiroki</creator><creator>Mino, Yosuke</creator><creator>Yoshida, Jun-ichi</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>20011129</creationdate><title>A New, Iterative Strategy of Oligosaccharide Synthesis Based on Highly Reactive β-Bromoglycosides Derived from Selenoglycosides</title><author>Yamago, Shigeru ; Yamada, Takeshi ; Hara, Osamu ; Ito, Hiroki ; Mino, Yosuke ; Yoshida, Jun-ichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a355t-8a4aa8a4603145119298b890c628675e67562e104a45fb8668eb71106a986d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>Bromine - chemistry</topic><topic>Carbohydrate Sequence</topic><topic>Glycosides - chemistry</topic><topic>Molecular Sequence Data</topic><topic>Oligosaccharides - chemical synthesis</topic><topic>Selenium Compounds - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yamago, Shigeru</creatorcontrib><creatorcontrib>Yamada, Takeshi</creatorcontrib><creatorcontrib>Hara, Osamu</creatorcontrib><creatorcontrib>Ito, Hiroki</creatorcontrib><creatorcontrib>Mino, Yosuke</creatorcontrib><creatorcontrib>Yoshida, Jun-ichi</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>Yamago, Shigeru</au><au>Yamada, Takeshi</au><au>Hara, Osamu</au><au>Ito, Hiroki</au><au>Mino, Yosuke</au><au>Yoshida, Jun-ichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A New, Iterative Strategy of Oligosaccharide Synthesis Based on Highly Reactive β-Bromoglycosides Derived from Selenoglycosides</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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| ispartof | Organic letters, 2001-11, Vol.3 (24), p.3867-3870 |
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| language | eng |
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| source | ACS Publications; MEDLINE |
| subjects | Bromine - chemistry Carbohydrate Sequence Glycosides - chemistry Molecular Sequence Data Oligosaccharides - chemical synthesis Selenium Compounds - chemistry |
| title | A New, Iterative Strategy of Oligosaccharide Synthesis Based on Highly Reactive β-Bromoglycosides Derived from Selenoglycosides |
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