醛的烷氧基烯丙基化的一种新方法：碳金属化-锌同系化-烯丙基化反应的组合。
Combined carbometalation-zinc homologation-allylation reactions as a new approach for alkoxyallylation of aldehydes.
机构信息
The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry and the Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa 32000, Israel.
出版信息
Org Lett. 2011 Jul 15;13(14):3604-7. doi: 10.1021/ol201221d. Epub 2011 Jun 15.
PMID:21675728
Abstract
The combined carbometalation reaction of ynol ethers followed by a zinc homologation and further allylation reactions lead to an efficient preparation of allylic vicinal diols. The stereochemical outcome of the reaction shows that the substituent of the aldehyde occupies a pseudoaxial position in a Zimmerman-Traxler transition state.
摘要
醇醚的交叉羰基化反应，随后进行锌同系化和进一步的烯丙基化反应，可有效地制备烯丙基邻二醇。反应的立体化学结果表明，醛的取代基在 Zimmerman-Traxler 过渡态中占据假轴向位置。
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