Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols
Vinylsilyl alcohols undergo intramolecular cyclization to provide di-, tri- or tetrasubstituted-tetrahydrofurans. The influence of the number and position of substituents in the stereoselectivity of the process has been studied. Moreover, DFT calculations have been performed to get better insight in...
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| Veröffentlicht in: | RSC advances 2015-01, Vol.5 (61), p.49541-49551 |
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| container_issue | 61 |
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| container_title | RSC advances |
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| creator | Barbero, Asunción Barbero, Héctor González-Ortega, Alfonso Pulido, Francisco J. Val, Patricia Diez-Varga, Alberto Morán, Joaquín R. |
| description | Vinylsilyl alcohols undergo intramolecular cyclization to provide di-, tri- or tetrasubstituted-tetrahydrofurans. The influence of the number and position of substituents in the stereoselectivity of the process has been studied. Moreover, DFT calculations have been performed to get better insight into the influence of the substitution pattern of the vinylsilyl alcohol in the stereoselectivity of the cyclization. |
| doi_str_mv | 10.1039/C5RA06640A |
| format | Article |
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The influence of the number and position of substituents in the stereoselectivity of the process has been studied. 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The influence of the number and position of substituents in the stereoselectivity of the process has been studied. Moreover, DFT calculations have been performed to get better insight into the influence of the substitution pattern of the vinylsilyl alcohol in the stereoselectivity of the cyclization.</description><subject>Alcohols</subject><subject>Mathematical analysis</subject><subject>Stereoselectivity</subject><subject>Tetrahydrofuran</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNpNkE1LxDAURYMoOIyz8RdkKUL1NUmT6XIYxg8YEETXJU1faCTT1CQV6q93REHv5t7F4S4OIZcl3JTA69tt9bwBKQVsTsiCgZAFA1mf_tvnZJXSGxwjq5LJckH6nbXOOBwy1cZgSjQHOgY_p6lN2eUpY0cz5qj7uYvBTlEPibYzRY8mxzD2zjtDzWy8-9TZhYEGSz_cMPvk_Oyp9ib0wacLcma1T7j67SV5vdu9bB-K_dP943azLwyTIhfrTsK6FFJpJpBpZAqQo1VG1F0NUlUCTdVxo0XVsk6hBgG2q6VGUFxBy5fk6ud3jOF9wpSbg0sGvdcDhik1peIAYl3V_Ihe_6AmhpQi2maM7qDj3JTQfBtt_ozyL4AZaxc</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Barbero, Asunción</creator><creator>Barbero, Héctor</creator><creator>González-Ortega, Alfonso</creator><creator>Pulido, Francisco J.</creator><creator>Val, Patricia</creator><creator>Diez-Varga, Alberto</creator><creator>Morán, Joaquín R.</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20150101</creationdate><title>Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols</title><author>Barbero, Asunción ; Barbero, Héctor ; González-Ortega, Alfonso ; Pulido, Francisco J. ; Val, Patricia ; Diez-Varga, Alberto ; Morán, Joaquín R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c264t-8d6081467a24e2ae270e3ef7c49d906754ec5d3ca45b2d7ea040fd96ae07370b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Alcohols</topic><topic>Mathematical analysis</topic><topic>Stereoselectivity</topic><topic>Tetrahydrofuran</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Barbero, Asunción</creatorcontrib><creatorcontrib>Barbero, Héctor</creatorcontrib><creatorcontrib>González-Ortega, Alfonso</creatorcontrib><creatorcontrib>Pulido, Francisco J.</creatorcontrib><creatorcontrib>Val, Patricia</creatorcontrib><creatorcontrib>Diez-Varga, Alberto</creatorcontrib><creatorcontrib>Morán, Joaquín R.</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Barbero, Asunción</au><au>Barbero, Héctor</au><au>González-Ortega, Alfonso</au><au>Pulido, Francisco J.</au><au>Val, Patricia</au><au>Diez-Varga, Alberto</au><au>Morán, Joaquín R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols</atitle><jtitle>RSC advances</jtitle><date>2015-01-01</date><risdate>2015</risdate><volume>5</volume><issue>61</issue><spage>49541</spage><epage>49551</epage><pages>49541-49551</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Vinylsilyl alcohols undergo intramolecular cyclization to provide di-, tri- or tetrasubstituted-tetrahydrofurans. 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| fulltext | fulltext |
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| ispartof | RSC advances, 2015-01, Vol.5 (61), p.49541-49551 |
| issn | 2046-2069 2046-2069 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1730048593 |
| source | Royal Society Of Chemistry Journals |
| subjects | Alcohols Mathematical analysis Stereoselectivity Tetrahydrofuran |
| title | Efficient access to polysubstituted tetrahydrofurans by electrophilic cyclization of vinylsilyl alcohols |
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