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通过对苯醌甲基化物的1,6-共轭加成诱导脱芳构化合成具有连续季碳中心的螺[2.5]辛-4,7-二烯-6-酮。

Synthesis of spiro[2.5]octa-4,7-dien-6-one with consecutive quaternary centers via 1,6-conjugate addition induced dearomatization of para-quinone methides.

作者信息

Gai Kuo, Fang Xinxin, Li Xuanyi, Xu Jinyi, Wu Xiaoming, Lin Aijun, Yao Hequan

机构信息

State Key Laboratory of Natural Medicines (SKLNM) and Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University, Nanjing, 210009, PR China.

出版信息

Chem Commun (Camb). 2015 Nov 11;51(87):15831-4. doi: 10.1039/c5cc06287j.

Abstract

An efficient one-pot approach for the synthesis of spiro[2.5]octa-4,7-dien-6-ones by employing para-quinone methides has been developed. The reaction proceeded smoothly in high yields under mild conditions without the use of metals. Moreover, all products obtained herein contained two or three consecutive quaternary centers.

摘要

已开发出一种通过使用对醌甲基化物高效一锅法合成螺[2.5]辛-4,7-二烯-6-酮的方法。该反应在温和条件下顺利进行,产率高,且无需使用金属。此外,本文获得的所有产物均含有两个或三个连续的季碳中心。

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