A thiyl radical mediated cascade sequence for the co-cyclisation of 1,6-hexadienes with sulfur atom transfer
作者:David C Harrowven、Joanne C Hannam、Matthew C Lucas、Nicola A Newman、Peter D Howes
DOI:10.1016/s0040-4039(00)01701-9
日期:2000.11
The paper describes a method for effecting the co-cyclisation of 1,6-dienes with concomitant sulfur atom transfer. The key step is a cascade reaction involving the addition of a thiyl radical to an alkene, cyclisation through a chair-like transition state and termination by homolytic substitution at sulfur. It has been used to synthesise a broad range of fused thiabicyclo[3.3.0]octanes.
该论文描述了一种伴随硫原子转移而实现1,6-二烯共环化的方法。关键步骤是级联反应,涉及将硫烷基自由基加到烯烃上,通过椅状过渡态进行环化,并通过在硫上的均质取代而终止。它已被用来合成各种稠合的硫代双环[3.3.0]辛烷。