Kim Woo Han, Lee Jun Hee, Danishefsky Samuel J
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10065, USA.
J Am Chem Soc. 2009 Sep 9;131(35):12576-8. doi: 10.1021/ja9058926.
The development of an efficient and stereoselective trans-Diels-Alder paradigm is described. A central element of this transformation is the introduction of a temporary dienophilic functionality (A), which serves both to activate the substrate for Diels-Alder cycloaddtion and, through its subsequent removal, to facilitate conversion of the cis-fused cycloadducts to the trans-fused series.
描述了一种高效且立体选择性的反式狄尔斯-阿尔德反应模式的发展。这种转化的一个核心要素是引入一个临时亲双烯体官能团(A),它既用于激活底物以进行狄尔斯-阿尔德环加成反应,又通过其后续去除,促进顺式稠合环加成产物向反式稠合系列的转化。