First Asymmetric Total Synthesis of Penarolide Sulfate A 1
Penarolide sulfate A 1 , with three contiguous stereogenic centers on a macrocyclic skeleton, affords promise as an α‐glucosidase inhibitor. Herein, we describe the first asymmetric total synthesis of this natural product. A stereoselective strategy for rapid assembly of the complete framework of th...
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| Veröffentlicht in: | European journal of organic chemistry 2008-12, Vol.2008 (36), p.6213-6224 |
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| container_end_page | 6224 |
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| container_issue | 36 |
| container_start_page | 6213 |
| container_title | European journal of organic chemistry |
| container_volume | 2008 |
| creator | Mohapatra, Debendra K. Bhattasali, Debabrata Gurjar, Mukund K. Khan, M. Islam Shashidhara, K. S. |
| description | Penarolide sulfate A
1
, with three contiguous stereogenic centers on a macrocyclic skeleton, affords promise as an α‐glucosidase inhibitor. Herein, we describe the first asymmetric total synthesis of this natural product. A stereoselective strategy for rapid assembly of the complete framework of the 30‐membered macrocyclic core is delineated herein. Sequential amidation and intramolecular Sonogashira cross‐coupling reactions were pivotal to the success of our efforts. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008) |
| doi_str_mv | 10.1002/ejoc.200800680 |
| format | Article |
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, with three contiguous stereogenic centers on a macrocyclic skeleton, affords promise as an α‐glucosidase inhibitor. Herein, we describe the first asymmetric total synthesis of this natural product. A stereoselective strategy for rapid assembly of the complete framework of the 30‐membered macrocyclic core is delineated herein. Sequential amidation and intramolecular Sonogashira cross‐coupling reactions were pivotal to the success of our efforts. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.200800680</identifier><language>eng</language><ispartof>European journal of organic chemistry, 2008-12, Vol.2008 (36), p.6213-6224</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c840-be02862de73734aef7a8aaf90ffb5b8eb95cf5ae2dc8a0b1a6e6c0e7625524223</citedby><cites>FETCH-LOGICAL-c840-be02862de73734aef7a8aaf90ffb5b8eb95cf5ae2dc8a0b1a6e6c0e7625524223</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Mohapatra, Debendra K.</creatorcontrib><creatorcontrib>Bhattasali, Debabrata</creatorcontrib><creatorcontrib>Gurjar, Mukund K.</creatorcontrib><creatorcontrib>Khan, M. Islam</creatorcontrib><creatorcontrib>Shashidhara, K. S.</creatorcontrib><title>First Asymmetric Total Synthesis of Penarolide Sulfate A 1</title><title>European journal of organic chemistry</title><description>Penarolide sulfate A
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1
, with three contiguous stereogenic centers on a macrocyclic skeleton, affords promise as an α‐glucosidase inhibitor. Herein, we describe the first asymmetric total synthesis of this natural product. A stereoselective strategy for rapid assembly of the complete framework of the 30‐membered macrocyclic core is delineated herein. Sequential amidation and intramolecular Sonogashira cross‐coupling reactions were pivotal to the success of our efforts. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)</abstract><doi>10.1002/ejoc.200800680</doi><tpages>12</tpages></addata></record> |
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| ispartof | European journal of organic chemistry, 2008-12, Vol.2008 (36), p.6213-6224 |
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| source | Wiley Online Library Journals Frontfile Complete |
| title | First Asymmetric Total Synthesis of Penarolide Sulfate A 1 |
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