Studies on K^2CO^3-catalyzed 1,4-addition of 1,2-allenic ketones with diethyl malonate: Controlled selective synthesis of β.γ-Unsaturated enones and α-pyrones
文献类型：期刊论文
| 作者 | Ma SM(麻生明) ; Yu SC(余世超) ; Yin SH(尹少虎) |
| 刊名 | J. Org. Chem.
 |
| 出版日期 | 2003 |
| 卷号 | 68期号:23页码:8996-9002 |
| ISSN号 | 0022-3263 |
| 其他题名 | K^2CO^3催化的1,2-联烯酮与丙二酸乙酯的反应研究: β.γ-烯酮和α吡喃酮的选择性合成 |
| 通讯作者 | 麻生明 |
| 英文摘要 | The K^2CO^3 (1O mol %)-catalyzed l .4-addition reaction of diethyl malonate with various substitu l .2-allenic ketones leading to polyfunctionalized β.γ-unsaturated enones 3 or 4 was studied. N 3- unsubstituted l-substituted- l ,2-allenyl ketones. The highly selective formation ofβ.γ-unsatura enones 4 was obsewedi with l.2-allenyl ketones bearing one or two 3-substituents in the alle group. Only β.γ-unsaturated enones 3 with an unmigrated carbon-carbon double bond w produced; with 3-monosubstituted- l ,2-allenyl ketones Z-β.γ-unsaturated enones 3 were formed w excellent stereoselectivity (E:Z > 96:4); with propadienyl keLones. Mixtures of β.γ-unsatura enones 3 and 4 were formed. Α-Pyrone derivatives were synthesized via the K^2CO^3-catalyzec -promoted reaction of l .2-allenic ketones with dieLhyl malonate via a sequential Michael additic carbon-carbon double bond migration-lactonization process. |
| 学科主题 | 金属有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/jo034633i |
| 语种 | 英语 |
| 公开日期 | 2013-01-15 |
| 源URL | [http://202.127.28.38/handle/331003/11932]  |
| 专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
| 推荐引用方式 GB/T 7714 | Ma SM,Yu SC,Yin SH. Studies on K^2CO^3-catalyzed 1,4-addition of 1,2-allenic ketones with diethyl malonate: Controlled selective synthesis of β.γ-Unsaturated enones and α-pyrones[J]. J. Org. Chem.,2003,68(23):8996-9002. |
| APA | 麻生明,余世超,&尹少虎.(2003).Studies on K^2CO^3-catalyzed 1,4-addition of 1,2-allenic ketones with diethyl malonate: Controlled selective synthesis of β.γ-Unsaturated enones and α-pyrones.J. Org. Chem.,68(23),8996-9002. |
| MLA | 麻生明,et al."Studies on K^2CO^3-catalyzed 1,4-addition of 1,2-allenic ketones with diethyl malonate: Controlled selective synthesis of β.γ-Unsaturated enones and α-pyrones".J. Org. Chem. 68.23(2003):8996-9002. |
入库方式： OAI收割
来源：上海有机化学研究所
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