TY - JOUR
T1 - A gold(i)-catalysed three-component reaction via trapping oxonium ylides with allenamides
AU - Liu, Gengxin
AU - YU, Sifan
AU - Hu, Wenhao
AU - Qiu, Huang
N1 - We acknowledge the financial support from the Guangdong Innovative and Entrepreneurial Research Team Program (No. 2016ZT06Y337), the National Natural Science Foundation of China (21801255), and the Natural Science Foundation of Guangdong Province (2018A030310141).
Publisher Copyright:
© The Royal Society of Chemistry 2019
PY - 2019/10/28
Y1 - 2019/10/28
N2 - A gold(I)-catalysed three-component reaction between alcohols (and water), α-aryl-α-diazoesters and allenamides has been developed, affording three-component products, tert-allylic ethers (and alcohols), in moderate to excellent yields with excellent geometric selectivity (E : Z > 20 : 1). In addition, this transformation proceeds smoothly with high functional group tolerance and a broad substrate scope under exceptionally mild reaction conditions. Remarkably, a gram-scale reaction is also successfully performed, and the corresponding three-component product can readily react with easily obtained reagents, furnishing diverse products in satisfactory yields.
AB - A gold(I)-catalysed three-component reaction between alcohols (and water), α-aryl-α-diazoesters and allenamides has been developed, affording three-component products, tert-allylic ethers (and alcohols), in moderate to excellent yields with excellent geometric selectivity (E : Z > 20 : 1). In addition, this transformation proceeds smoothly with high functional group tolerance and a broad substrate scope under exceptionally mild reaction conditions. Remarkably, a gram-scale reaction is also successfully performed, and the corresponding three-component product can readily react with easily obtained reagents, furnishing diverse products in satisfactory yields.
UR - https://pubs.rsc.org/en/content/articlelanding/2019/cc/c9cc06599g
U2 - 10.1039/C9CC06599G
DO - 10.1039/C9CC06599G
M3 - Journal article
SN - 1359-7345
VL - 55
SP - 12675
EP - 12678
JO - Chemical Communications
JF - Chemical Communications
IS - 84
ER -