化学
羟醛反应
亲核细胞
亲核加成
立体选择性
分子间力
炔烃
级联反应
加成反应
催化作用
有机化学
分子
作者
Teng Yuan,Kelton Radefeld,Chuan Shan,Carter Wegner,Erin Nichols,Xiaohan Ye,Qi Tang,Lukasz Wojtas,Xiaodong Shi
标识
DOI:10.1002/anie.202305810
摘要
Herein, we reported an intermolecular asymmetric hydrative aldol reaction through vinyl-gold intermediate under ambient conditions. This tandem alkyne hydration and sequential nucleophilic addition afforded a "base-free" approach to β-hydroxy amides with high efficiency (up to 95 % yields, >50 examples). Vinyl gold intermediate was applied as reactive nucleophile and Fe(acac)3 was used as the critical co-catalyst to prevent undesired protodeauration, allowing this transformation to proceed under mild conditions with good functional group tolerance and excellent stereoselectivity (>20 : 1 d.r. and up to 99 % ee).
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