Matched Coupling of Propargylic Carbonates with Cyclopropanols,Organic Letters

当前位置： X-MOL 学术 › Org. Lett. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Matched Coupling of Propargylic Carbonates with Cyclopropanols
Organic Letters ( IF 4.9 ) Pub Date : 2018-01-18 00:00:00 , DOI: 10.1021/acs.orglett.7b03637
Penglin Wu ₁ , Minqiang Jia ₁ , Weilong Lin ₂ , Shengming Ma _{1,

2}

Affiliation

The ring opening–coupling reaction of cyclopropanols with propargylic carbonates affording synthetically attractive allenyl ketones has been developed. The mechanism involves the ligand-exchange reaction of in situ formed allenyl palladium methoxide with cyclopropanols followed by carbon–carbon bond cleavage and reductive elimination. The reactions proceeded smoothly under mild reaction conditions with Pd(0)/XPhos catalysis in the absence of any external base and displayed a wide scope and application to a steroidal skeleton. The efficiency of chirality transfer and synthetic utility of the allene products have also been demonstrated.

中文翻译：

炔丙基碳酸酯与环丙醇的匹配偶联

已经开发了环丙醇与碳酸丙炔酯的开环偶联反应，提供了合成上有吸引力的烯丙基酮。该机理涉及原位形成的烯丙基甲醇钯与环丙醇的配体交换反应，然后进行碳-碳键裂解和还原消除。在没有任何外部碱的情况下，在Pd（0）/ XPhos催化下，在温和的反应条件下，反应可以顺利进行，并显示出广泛的适用范围和对甾体骨架的应用。还已经证明了丙二烯产物的手性转移效率和合成效用。

更新日期：2018-01-18

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11