Gold(I)-catalyzed reactions: substituents-dependent selective formation of bisfurans and 1,3-diketones from 1-alkynyl-2,3-epoxy alcohols
作者:Lun-Zhi Dai、Min Shi
DOI:10.1016/j.tetlet.2008.08.093
日期:2008.11
access to bisfurans and 1,3-diketones via gold(I)-catalyzed transformation of 1-alkynyl-2,3-epoxy alcohols 1 has been described. The formation of bisfurans 2 is proposed to proceed through the sequential formation of 2-hydroxymethylfuran, followed by self-condensation in the presence of gold complex. Whereas the formation of 1,3-diketones 3 is resulted from a domino C–C bond cleavage of epoxide system
已经描述了通过金(I)催化的1-炔基-2,3-环氧醇1的转化温和地进入双呋喃和1,3-二酮。提出双呋喃2的形成是通过依次形成2-羟甲基呋喃,然后在金络合物存在下自缩合而进行的。1,3-二酮3的形成是由于在羟基的帮助下环氧化物系统的多米诺骨牌C-C键断裂和随后的水解作用。环氧乙烷上的取代物对两种产物的选择性形成具有重要影响。