铑催化的丁二烯基环丙烷和 CO 的 [7 + 1] 环加成反应合成环辛二烯酮。
Rh-catalyzed [7 + 1] cycloaddition of buta-1,3-dienylcyclopropanes and CO for the synthesis of cyclooctadienones.
机构信息
Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China.
出版信息
Org Lett. 2011 Jan 7;13(1):134-7. doi: 10.1021/ol102700m. Epub 2010 Nov 24.
Discovering new carbon building blocks is very significant to advance transition-metal-catalyzed cycloadditions for the synthesis of various-sized ring compounds. A new seven-carbon building block from buta-1,3-dienylcyclopropanes (BDCPs) has been developed, showing that, under the catalysis of Rh(CO)(2)Cl, BDCPs react with CO to give [7 + 1] cycloaddition products, cyclooctadienones. The present [7 + 1] reaction provides an efficient entry to the synthetically challenging eight-membered carbocyclic skeleton, which is present in many natural products of medicinal and biological significance.
发现新的碳砌块对于推进过渡金属催化的环加成反应以合成各种大小的环化合物非常重要。本文开发了一种新的七碳砌块，即丁烯-1,3-二烯基环丙烷（BDCPs），结果表明，在Rh(CO)(2)Cl的催化作用下，BDCPs 与 CO 反应生成[7 + 1]环加成产物，环辛二烯酮。本研究的[7 + 1]反应为具有合成挑战性的八元碳环骨架提供了有效途径，该骨架存在于许多具有药用和生物学意义的天然产物中。
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