Cu (I)-Catalyzed Synthesis of Furan-Substituted Allenes by Use of Conjugated Ene-yne Ketones as Carbene Precursors

F Hu, Y Xia, C Ma, Y Zhang, J Wang

Index: Xia, Ying; Qu, Shuanglin; Xiao, Qing; Wang, Zhi-Xiang; Qu, Peiyuan; Chen, Li; Liu, Zhen; Tian, Leiming; Huang, Zhongxing; Zhang, Yan; Wang, Jianbo Journal of the American Chemical Society, 2013 , vol. 135, # 36 p. 13502 - 13511

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Citation Number: 8

Abstract

The synthesis of furan-substituted allenes using conjugated ene-yne ketones as carbene source has been developed. For this reaction, bases play vital roles in controlling the reaction pathways, allowing for access to two types of allene products through trapping of different electrophiles. Mechanistically, the catalytic procedure generated a Cu (I)(2-furyl) carbene intermediate, which is subsequently followed by a migratory insertion process to ...