A total synthesis of (+)- and (-)-dihydrokavain with a sonochemical blaise reaction as the key step
文献类型:期刊论文
| 作者 | Wang, FD; Yue, JM
|
| 刊名 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
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| 出版日期 | 2005-06-13 |
| 期号 | 12页码:2575-2579 |
| 关键词 | dihydroxykavain mitsunobu reaction natural products sonochemistry total synthesis |
| ISSN号 | 1434-193X |
| DOI | 10.1002/ejoc.200400833 |
| 文献子类 | Article |
| 英文摘要 | Starting from 2,3-O-isopropylidene-D-glyceraldehyde (2) as chiral material, the naturally occurring (S)-(+)-dihydrokavain (1a) was synthesized by a procedure that involves a sonochemical Blaise reaction as the key step. The absolute configuration of (S)-(+)-dihydrokavain (1a) is demonstrated for the first time by total synthesis from a chiral source. Its opposite enantiomer, (R)-(-)-dihydrokavain (1b), was also synthesized after inversion of the chiral center in a Mitsunobu reaction. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005). |
| WOS关键词 | ASYMMETRIC-SYNTHESIS ; ALPHA |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000229947200016 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/273853] ![]() |
| 专题 | 天然药物化学研究室 中科院受体结构与功能重点实验室 新药研究国家重点实验室 |
| 通讯作者 | Yue, JM |
| 作者单位 | Chinese Acad Sci, Shanghai Inst Biol Sci, State Key Lab Drug Res, Inst Mat Med, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, FD,Yue, JM. A total synthesis of (+)- and (-)-dihydrokavain with a sonochemical blaise reaction as the key step[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY,2005(12):2575-2579. |
| APA | Wang, FD,&Yue, JM.(2005).A total synthesis of (+)- and (-)-dihydrokavain with a sonochemical blaise reaction as the key step.EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(12),2575-2579. |
| MLA | Wang, FD,et al."A total synthesis of (+)- and (-)-dihydrokavain with a sonochemical blaise reaction as the key step".EUROPEAN JOURNAL OF ORGANIC CHEMISTRY .12(2005):2575-2579. |
入库方式: OAI收割
来源:上海药物研究所
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