化学
分子内力
环加成
戒指(化学)
炔丙基
路易斯酸
药物化学
双环分子
立体化学
三氟化硼
紫杉烷
有机化学
催化作用
医学
内科学
癌症
乳腺癌
作者
Alain Laurent,Nidia P. Villalva‐Servin,Pat Forgione,Peter D. Wilson,D. Smil,Alex G. Fallis
摘要
Strategies for the construction of cyclic molecules containing variably substituted bicyclo[5.3.1]undecenones (AB taxane ring systems) are described. These routes employ a multi-component coupling protocol that utilizes sequential magnesium-mediated carbometallation of propargyl alcohols and intramolecular DielsAlder reactions (IMDA). The cycloaddition generates the key eight-membered taxane ring as a single diastereomer, induced by preferential Lewis acid (diethylaluminum chloride or boron trifluoride etherate) complexation with the cross-ring oxygens. Both the electronic nature of the dienophile and the neighbouring group non-bonded interactions contribute to the success of these cycloadditions.Key words: magnesium chelate, Lewis acid, intramolecular DielsAlder, cycloaddition.
科研通智能强力驱动
Strongly Powered by AbleSci AI