Efficient preparation of highly optically active (S)-(-)-2,3-allenols and (R)-(+)-2,3-allenyl acetates by a clean novozym-435-catalyzed enzymatic separation of racemic 2,3-allenols
文献类型：期刊论文
| 作者 | Xu DW(徐代旺) ; Li ZY(李祖义) ; Ma SM(麻生明) |
| 刊名 | Chem.-Eur. J.
 |
| 出版日期 | 2002 |
| 卷号 | 8期号:21页码:5012-5018 |
| ISSN号 | 0947-6539 |
| 其他题名 | Novozyme-435-催化的外消旋2,3-联烯醇的拆分. S-(-)-2,3-联烯醇及-(+)-2,3-联烯基醋酸酯的高效合成 |
| 通讯作者 | 麻生明 |
| 英文摘要 | Novozyme-435 has been found to be an effective biocatalyst for the kinetic resolution of a seres of racemic 2,3-allenols, affording highly optically active (S)-(-)2,3-allenols and (R)-(+)-2,3-allenyl acetates in high yields and with excellent ee values. The reaction of 3-(n-butyl)-3,4-pentadien-2-ol (1a) was successfully performed on a 10 g scale to afford the corresponding (S)-(-)-2,3-allenol (1a) and (R)-(+)-2,3-allenyl acetate (2a) in synthetically useful amounts and with high ee values. The advantages of this reaction are the ready availability of the starting materials, high stereoselectivityes for both (-)2,3-allenols and (+)-2,3-allenyl acetates, the use of a relatively high substrate concentration, and a lower catalyst loading. The resulting (S)-(-)-2,3-allenol 1a can be converted into the corresponding chiral 2,5-dihydrofuran and the vinylic epoxide. |
| 学科主题 | 有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1002/1521-3765(20021104)8:21<5012::AID-CHEM5012>3.0.CO;2-2 |
| 语种 | 英语 |
| WOS记录号 | WOS:000179155400020 |
| 公开日期 | 2013-01-15 |
| 源URL | [http://202.127.28.38/handle/331003/11866]  |
| 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 | Xu DW,Li ZY,Ma SM. Efficient preparation of highly optically active (S)-(-)-2,3-allenols and (R)-(+)-2,3-allenyl acetates by a clean novozym-435-catalyzed enzymatic separation of racemic 2,3-allenols[J]. Chem.-Eur. J.,2002,8(21):5012-5018. |
| APA | 徐代旺,李祖义,&麻生明.(2002).Efficient preparation of highly optically active (S)-(-)-2,3-allenols and (R)-(+)-2,3-allenyl acetates by a clean novozym-435-catalyzed enzymatic separation of racemic 2,3-allenols.Chem.-Eur. J.,8(21),5012-5018. |
| MLA | 徐代旺,et al."Efficient preparation of highly optically active (S)-(-)-2,3-allenols and (R)-(+)-2,3-allenyl acetates by a clean novozym-435-catalyzed enzymatic separation of racemic 2,3-allenols".Chem.-Eur. J. 8.21(2002):5012-5018. |
入库方式： OAI收割
来源：上海有机化学研究所
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