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DOI | 10.1126/science.aau0817 |
Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates | |
Schreyer, Lucas; Kaib, Philip S. J.; Wakchaure, Vijay N.; Obradors, Carla; Properzi, Roberta; Lee, Sunggi; List, Benjamin | |
2018-10-12 | |
发表期刊 | SCIENCE
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ISSN | 0036-8075 |
EISSN | 1095-9203 |
出版年 | 2018 |
卷号 | 362期号:6411页码:216-219 |
文章类型 | Article |
语种 | 英语 |
国家 | Germany |
英文摘要 | Reactions that form a product with the same reactive functionality as that of one of the starting compounds frequently end in oligomerization. As a salient example, selective aldol coupling of the smallest, though arguably most useful, enolizable aldehyde, acetaldehyde, with just one partner substrate has proven to be extremely challenging. Here, we report a highly enantioselective Mukaiyama aldol reaction with the simple triethylsilyl (TES) and tert-butyldimethylsilyl (TBS) enolates of acetaldehyde and various aliphatic and aromatic acceptor aldehydes. The reaction is catalyzed by recently developed, strongly acidic imidodiphosphorimidates (IDPi), which, like enzymes, display a confined active site but, like small-molecule catalysts, have a broad substrate scope. The process is scalable, fast, efficient (0.5 to 1.5 mole % catalyst loading), and greatly simplifies access to highly valuable silylated acetaldehyde aldols. |
领域 | 地球科学 ; 气候变化 ; 资源环境 |
收录类别 | SCI-E |
WOS记录号 | WOS:000447337200053 |
WOS关键词 | CROSSED-ALDOL REACTION ; ALDEHYDES ; METHYL |
WOS类目 | Multidisciplinary Sciences |
WOS研究方向 | Science & Technology - Other Topics |
引用统计 | |
文献类型 | 期刊论文 |
条目标识符 | http://119.78.100.173/C666/handle/2XK7JSWQ/199815 |
专题 | 地球科学 资源环境科学 气候变化 |
作者单位 | Max Planck Inst Kohlenforsch, Kaiser Wilhelm Pl 1, D-45470 Mulheim, Germany |
推荐引用方式 GB/T 7714 | Schreyer, Lucas,Kaib, Philip S. J.,Wakchaure, Vijay N.,et al. Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates[J]. SCIENCE,2018,362(6411):216-219. |
APA | Schreyer, Lucas.,Kaib, Philip S. J..,Wakchaure, Vijay N..,Obradors, Carla.,Properzi, Roberta.,...&List, Benjamin.(2018).Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates.SCIENCE,362(6411),216-219. |
MLA | Schreyer, Lucas,et al."Confined acids catalyze asymmetric single aldolizations of acetaldehyde enolates".SCIENCE 362.6411(2018):216-219. |
条目包含的文件 | 条目无相关文件。 |
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