Preparation of 2-Iodo Allylic Alcohols from 2-Butyn-1,4-diol
The conversion of 2-butyn-1,4-diol to (Z)-2,4-diiodobut-2-en-1-ol proceeded efficiently using in situ generated trimethylsilyl iodide. Coupling with Grignard reagents and other nucleophiles delivered (2Z)-2-iodo allylic alcohols. The geometry of the products was established by nOe.
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| Veröffentlicht in: | Journal of organic chemistry 2008-02, Vol.73 (4), p.1605-1607 |
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| container_end_page | 1607 |
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| container_issue | 4 |
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| container_title | Journal of organic chemistry |
| container_volume | 73 |
| creator | Taber, Douglass F Sikkander, M. Inthikhab Berry, James F Frankowski, Kevin J |
| description | The conversion of 2-butyn-1,4-diol to (Z)-2,4-diiodobut-2-en-1-ol proceeded efficiently using in situ generated trimethylsilyl iodide. Coupling with Grignard reagents and other nucleophiles delivered (2Z)-2-iodo allylic alcohols. The geometry of the products was established by nOe. |
| doi_str_mv | 10.1021/jo7021197 |
| format | Article |
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The geometry of the products was established by nOe.</description><subject>Butylene Glycols - chemistry</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Noncondensed benzenic compounds</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Propanols - chemical synthesis</subject><subject>Propanols - chemistry</subject><subject>Spectrophotometry, Infrared</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0MtKAzEUBuAgiq2XhS8g3SgIRnNpkhlwo0VrQbRihe5CmgtOTSc1mQH79kZa6sZszuJ8_Jz8AJxgdIURwdfzIPLApdgBXcwIgrxE_V3QRYgQSAmnHXCQ0hzlxxjbBx1cZMxF0QU342iXKqqmCnUvuB6Bo2BC79b7la90njp8BJ96LoZFXt61zaqG-LIPTRX8Edhzyid7vJmH4P3hfjJ4hE8vw9Hg9gkqWuAGKu5UyW3hqNN9SjRFRnFuiMGWaswsNUZzw0vGBDNUOdonlhA8Q3yGysIhegjO17nLGL5amxq5qJK23qvahjbJ_HvBuSgzvFhDHUNK0Tq5jNVCxZXESP5WJbdVZXu6CW1nC2v-5KabDM42QCWtvIuq1lXaOoJQwTj6dXDtqtTY7-1exU_JBRVMTsZvcjgtn8XrtJAPf7lKp3xPG-vc3T8H_gDiHYjv</recordid><startdate>20080215</startdate><enddate>20080215</enddate><creator>Taber, Douglass F</creator><creator>Sikkander, M. 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| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Butylene Glycols - chemistry Chemistry Exact sciences and technology Magnetic Resonance Spectroscopy Noncondensed benzenic compounds Organic chemistry Preparations and properties Propanols - chemical synthesis Propanols - chemistry Spectrophotometry, Infrared |
| title | Preparation of 2-Iodo Allylic Alcohols from 2-Butyn-1,4-diol |
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