N-杂环卡宾催化硅基二烯醇醚与α,β-不饱和氟代酸的（4+2）环加成/脱羧反应。
N-Heterocyclic carbene-catalyzed (4+2) cycloaddition/decarboxylation of silyl dienol ethers with α,β-unsaturated acid fluorides.
机构信息
School of Chemistry, Monash University, Clayton 3800, Victoria, Australia.
出版信息
J Am Chem Soc. 2011 Apr 6;133(13):4694-7. doi: 10.1021/ja111067j. Epub 2011 Mar 10.
PMID:21391673
Abstract
Herein we report the first all-carbon N-heterocyclic carbene-catalyzed (4 + 2) cycloaddition. The reaction proceeds with α,β-unsaturated acid fluorides and silyl dienol ethers and produces 1,3-cyclohexadienes with complete diastereocontrol (dr >20:1) while demonstrating a new type of reaction cascade exploiting α,β-unsaturated acyl azoliums.
摘要
在此，我们报告首例全碳 N-杂环卡宾催化的（4 + 2）环加成反应。该反应以α,β-不饱和酸氟化物和硅基二烯醇醚为底物，以完全的非对映选择性（dr>20:1）生成 1,3-环己二烯，同时展示了一种利用α,β-不饱和酰基氮杂环丁烷的新型反应级联。
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