Diastereoselective Chain-Elongation Reactions Using Microreactors for Applications in Complex Molecule Assembly

被引:43
作者
Carter, Catherine F. [1 ]
Lange, Heiko [1 ]
Sakai, Daiki [2 ]
Baxendale, Ian R. [1 ]
Ley, Steven V. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Innovat Technol Ctr, Cambridge CB2 1EW, England
[2] Mitsubishi Tanabe Pharma Corp, Aoba Ku, Yokohama, Kanagawa 2270033, Japan
基金
英国工程与自然科学研究理事会;
关键词
asymmetric synthesis; crotylation; flow chemistry; homopropargylation; microreactors; MODULAR FLOW REACTORS; MULTISTEP SYNTHESIS; REAGENTS; ADDITIONS; ALLENYLSTANNANES; RESOLUTION; PRECURSOR; ALCOHOLS; MESYLATE; SEGMENT;
D O I
10.1002/chem.201003148
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Diastereoselective chain-elongation reactions are important transformations for the assembly of complex molecular structures, such as those present in polyketide natural products. Here we report new methods for performing crotylation reactions and homopropargylation reactions by using newly developed low-temperature flow-chemistry technology. In-line purification protocols are described, as well as the application of the crotylation protocol in an automated multi-step sequence.
引用
收藏
页码:3398 / 3405
页数:8
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