Catalytic asymmetric dearomatization of indoles and alkynes has received much attention in the past decade because this strategy offers an attractive and alternative way for the efficient synthesis of valuable chiral ...Catalytic asymmetric dearomatization of indoles and alkynes has received much attention in the past decade because this strategy offers an attractive and alternative way for the efficient synthesis of valuable chiral polycyclic indolines. However, these reactions have been mostly limited to transition-metal catalysts, and the related chiral Br■nsted acid catalysis has been scarcely reported. Herein, we disclose a chiral phosphoric acid-catalyzed asymmetric dearomatization of indolyl ynamides by direct activation of alkynes. This metal-free method enables the practical and atom-economical construction of an array of valuable chiral polycyclic indolines in moderate to good yields with high enantioselectivities.展开更多
An efficient gold-catalyzed anti-Markovnikov cycloisomerization-initiated tandem reaction of Bocprotected indole tethered homopropargyl amides has been achieved.This method delivers a wide range of valuable bridged az...An efficient gold-catalyzed anti-Markovnikov cycloisomerization-initiated tandem reaction of Bocprotected indole tethered homopropargyl amides has been achieved.This method delivers a wide range of valuable bridged aza-[n.2.1]skeletons(n=3-7)at room temperature with high diastereoselectivity and enantioselectivity by a chirality-transfer strategy.Moreover,the gold-catalyzed tandem reaction of homopropargyl alcohol is also achieved to produce the bridged oxa-[3.2.1]skeleton.展开更多
基金financial support from the National Natural Science Foundation of China(Nos.22125108,22101238,92056104 and 21772161)the China Postdoctoral Science Foundation(No.2020M680087)+3 种基金the Natural Science Foundation of Fujian Province of China(No.2019J02001)the President Research Funds from Xiamen University(No.20720210002)the Fundamental Research Funds for the Central Universities(No.20720202008)NFFTBS(No.J1310024)。
文摘Catalytic asymmetric dearomatization of indoles and alkynes has received much attention in the past decade because this strategy offers an attractive and alternative way for the efficient synthesis of valuable chiral polycyclic indolines. However, these reactions have been mostly limited to transition-metal catalysts, and the related chiral Br■nsted acid catalysis has been scarcely reported. Herein, we disclose a chiral phosphoric acid-catalyzed asymmetric dearomatization of indolyl ynamides by direct activation of alkynes. This metal-free method enables the practical and atom-economical construction of an array of valuable chiral polycyclic indolines in moderate to good yields with high enantioselectivities.
基金financial support from the National Natural Science Foundation of China(Nos.21622204,21572186,21772161,21572163 and 21372178)the Natural Science Foundation of Fujian Province of China(No.2019J02001)+3 种基金the President Research Funds from Xiamen University(No.20720180036)NFFTBS(No.J1310024)PCSIRTScience&Technology Cooperation Program of Xiamen(No.3502Z20183015)。
文摘An efficient gold-catalyzed anti-Markovnikov cycloisomerization-initiated tandem reaction of Bocprotected indole tethered homopropargyl amides has been achieved.This method delivers a wide range of valuable bridged aza-[n.2.1]skeletons(n=3-7)at room temperature with high diastereoselectivity and enantioselectivity by a chirality-transfer strategy.Moreover,the gold-catalyzed tandem reaction of homopropargyl alcohol is also achieved to produce the bridged oxa-[3.2.1]skeleton.