DC Field | Value | Language |
---|---|---|
dc.contributor.author | Sang Hee Kim | - |
dc.contributor.author | Gao Jun Fan | - |
dc.contributor.author | Jae Kwang Lee | - |
dc.contributor.author | Jung Joon Lee | - |
dc.contributor.author | Deuk Joon Kim | - |
dc.date.accessioned | 2017-04-19T08:59:02Z | - |
dc.date.available | 2017-04-19T08:59:02Z | - |
dc.date.issued | 2002 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.uri | 10.1021/jo010789b | ko |
dc.identifier.uri | https://oak.kribb.re.kr/handle/201005/5831 | - |
dc.description.abstract | A practical synthetic route to 4-acetylisocoumarins and the first total synthesis of AGI-7 (5) and sescandelin (4) are described. The readily available homophthalate 8 was transformed to the vinylogous amide ester 13 in high overall yield. Upon treatment of 13 with refluxing aqueous formic acid, the desired 4-acetylisocoumarin (5) and its regioisomer 3-methyl-4-formylisocoumarin (17) were produced in a 3:1 ratio. After separation of the desired product (5) from the unwanted minor isomer, the enantioselective reduction of AGI-7 by borane in the presence of Corey's (S)-oxazaborolidine reagent afforded (+)-sescandelin (4) with a 93% ee. | - |
dc.publisher | Amer Chem Soc | - |
dc.title | Synthesis of 4-acetylisocoumarin: first total syntheses of AGI-7 and sescandelin | - |
dc.title.alternative | Synthesis of 4-acetylisocoumarin: first total syntheses of AGI-7 and sescandelin | - |
dc.type | Article | - |
dc.citation.title | Journal of Organic Chemistry | - |
dc.citation.number | 9 | - |
dc.citation.endPage | 3130 | - |
dc.citation.startPage | 3127 | - |
dc.citation.volume | 67 | - |
dc.contributor.affiliatedAuthor | Jung Joon Lee | - |
dc.contributor.alternativeName | 김상희 | - |
dc.contributor.alternativeName | 판가준 | - |
dc.contributor.alternativeName | 이재광 | - |
dc.contributor.alternativeName | 이정준 | - |
dc.contributor.alternativeName | 김덕준 | - |
dc.identifier.bibliographicCitation | Journal of Organic Chemistry, vol. 67, no. 9, pp. 3127-3130 | - |
dc.identifier.doi | 10.1021/jo010789b | - |
dc.description.journalClass | Y | - |
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