Department of Chemistry and the Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, Boston, Massachusetts 02215, USA.
Org Lett. 2011 Aug 19;13(16):4280-3. doi: 10.1021/ol201624b. Epub 2011 Jul 15.
A new hydrative cyclization of 1,7- and 1,8-diynyl ethers is reported. Using catalytic InI(3) and p-TSA as a cocatalyst, several 2,2-disubstituted tetrahydrofurans with exocyclic enone appendages were prepared. Reaction optimization and scope, mechanistic insight, and further transformation to a C-nucleoside analog are presented.
报道了一种 1,7-和 1,8-二炔基醚的新型水合环化反应。使用催化量的 InI(3)和对甲苯磺酸（p-TSA）作为共催化剂，制备了几种具有环外烯酮取代基的 2,2-二取代四氢呋喃。展示了反应优化和范围、机理见解以及进一步转化为 C-核苷类似物的情况。
