Efficient and stereodivergent synthesis of deoxyimino sugars
Both cis- and trans-2-substituted-1,2,3,6-tetrahydro-pyridin-3-ols have been prepared via an aldol condensation–ring-closing metathesis sequence. A stereodivergent synthesis of optionally functionalized deoxyimino sugars was achieved via asymmetric dihydroxylation or epoxidation/nucleophilic substit...
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| Veröffentlicht in: | Carbohydrate research 2005-11, Vol.340 (16), p.2457-2468 |
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| container_end_page | 2468 |
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| container_issue | 16 |
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| container_title | Carbohydrate research |
| container_volume | 340 |
| creator | Hong, Bor-Cherng Chen, Zhong-Yi Nagarajan, Arumugam Kottani, Rudresha Chavan, Vishal Chen, Wei-Hung Jiang, Yea-Fen Zhang, Shuo-Cang Liao, Ju-Hsiou Sarshar, Sepehr |
| description | Both
cis- and
trans-2-substituted-1,2,3,6-tetrahydro-pyridin-3-ols have been prepared via an aldol condensation–ring-closing metathesis sequence. A stereodivergent synthesis of optionally functionalized deoxyimino sugars was achieved via asymmetric dihydroxylation or epoxidation/nucleophilic substitution of these tetrahydropyridines. |
| doi_str_mv | 10.1016/j.carres.2005.08.014 |
| format | Article |
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cis- and
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cis- and
trans-2-substituted-1,2,3,6-tetrahydro-pyridin-3-ols have been prepared via an aldol condensation–ring-closing metathesis sequence. A stereodivergent synthesis of optionally functionalized deoxyimino sugars was achieved via asymmetric dihydroxylation or epoxidation/nucleophilic substitution of these tetrahydropyridines.</description><subject>Asymmetric dihydroxylation</subject><subject>Crystallography, X-Ray</subject><subject>Deoxy Sugars - chemical synthesis</subject><subject>Deoxy Sugars - chemistry</subject><subject>Imino sugar</subject><subject>Imino Sugars - chemical synthesis</subject><subject>Imino Sugars - chemistry</subject><subject>Metathesis</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Stereodivergent</subject><subject>Stereoisomerism</subject><issn>0008-6215</issn><issn>1873-426X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE9Lw0AQxRdRbK1-A5GcvCXOZJNNFkSQUv9AwYuCt2WzO6lb2qTuJsV-e1Na8OZpmOG9NzM_xq4REgQUd8vEaO8pJClAnkCZAGYnbIxlweMsFZ-nbAwAZSxSzEfsIoTl0IIoxDkboUAhcy7H7H5W1844arpINzYKHXlqrduSX-xnYdd0XxRciNo6stT-7NzaNW0U-oX24ZKd1XoV6OpYJ-zjafY-fYnnb8-v08d5bLiALuaIqbS8kCLnWIIEiaKuRWbqXNBwhzASMZdWc5BZpctCUEWV1GCsFaUBPmG3h9yNb797Cp1au2BotdINtX1QoiyQY54PwuwgNL4NwVOtNt6ttd8pBLWnppbqQE3tqSko1UBtsN0c8_tqTfbPdMQ0CB4OAhq-3DryKuyZGbLOk-mUbd3_G34B55J_sw</recordid><startdate>20051121</startdate><enddate>20051121</enddate><creator>Hong, Bor-Cherng</creator><creator>Chen, Zhong-Yi</creator><creator>Nagarajan, Arumugam</creator><creator>Kottani, Rudresha</creator><creator>Chavan, Vishal</creator><creator>Chen, Wei-Hung</creator><creator>Jiang, Yea-Fen</creator><creator>Zhang, Shuo-Cang</creator><creator>Liao, Ju-Hsiou</creator><creator>Sarshar, Sepehr</creator><general>Elsevier Ltd</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>20051121</creationdate><title>Efficient and stereodivergent synthesis of deoxyimino sugars</title><author>Hong, Bor-Cherng ; Chen, Zhong-Yi ; Nagarajan, Arumugam ; Kottani, Rudresha ; Chavan, Vishal ; Chen, Wei-Hung ; Jiang, Yea-Fen ; Zhang, Shuo-Cang ; Liao, Ju-Hsiou ; Sarshar, Sepehr</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c360t-31129d37965318090916ff64cf56e6956c91159da3094ba876ebeb9a0cdd68c03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Asymmetric dihydroxylation</topic><topic>Crystallography, X-Ray</topic><topic>Deoxy Sugars - chemical synthesis</topic><topic>Deoxy Sugars - chemistry</topic><topic>Imino sugar</topic><topic>Imino Sugars - chemical synthesis</topic><topic>Imino Sugars - chemistry</topic><topic>Metathesis</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Stereodivergent</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hong, Bor-Cherng</creatorcontrib><creatorcontrib>Chen, Zhong-Yi</creatorcontrib><creatorcontrib>Nagarajan, Arumugam</creatorcontrib><creatorcontrib>Kottani, Rudresha</creatorcontrib><creatorcontrib>Chavan, Vishal</creatorcontrib><creatorcontrib>Chen, Wei-Hung</creatorcontrib><creatorcontrib>Jiang, Yea-Fen</creatorcontrib><creatorcontrib>Zhang, Shuo-Cang</creatorcontrib><creatorcontrib>Liao, Ju-Hsiou</creatorcontrib><creatorcontrib>Sarshar, Sepehr</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>Carbohydrate research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hong, Bor-Cherng</au><au>Chen, Zhong-Yi</au><au>Nagarajan, Arumugam</au><au>Kottani, Rudresha</au><au>Chavan, Vishal</au><au>Chen, Wei-Hung</au><au>Jiang, Yea-Fen</au><au>Zhang, Shuo-Cang</au><au>Liao, Ju-Hsiou</au><au>Sarshar, Sepehr</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient and stereodivergent synthesis of deoxyimino sugars</atitle><jtitle>Carbohydrate research</jtitle><addtitle>Carbohydr Res</addtitle><date>2005-11-21</date><risdate>2005</risdate><volume>340</volume><issue>16</issue><spage>2457</spage><epage>2468</epage><pages>2457-2468</pages><issn>0008-6215</issn><eissn>1873-426X</eissn><abstract>Both
cis- and
trans-2-substituted-1,2,3,6-tetrahydro-pyridin-3-ols have been prepared via an aldol condensation–ring-closing metathesis sequence. A stereodivergent synthesis of optionally functionalized deoxyimino sugars was achieved via asymmetric dihydroxylation or epoxidation/nucleophilic substitution of these tetrahydropyridines.</abstract><cop>Netherlands</cop><pub>Elsevier Ltd</pub><pmid>16169539</pmid><doi>10.1016/j.carres.2005.08.014</doi><tpages>12</tpages></addata></record> |
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| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Asymmetric dihydroxylation Crystallography, X-Ray Deoxy Sugars - chemical synthesis Deoxy Sugars - chemistry Imino sugar Imino Sugars - chemical synthesis Imino Sugars - chemistry Metathesis Models, Molecular Molecular Structure Stereodivergent Stereoisomerism |
| title | Efficient and stereodivergent synthesis of deoxyimino sugars |
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