Catalytic Carbometalation/Cross-Coupling Sequence across Alkynyl(2-pyridyl)silanes Leading to a Diversity-Oriented Synthesis of Tamoxifen-Type Tetrasubstituted Olefins
作者:Toshiyuki Kamei、Kenichiro Itami、Jun-ichi Yoshida
DOI:10.1002/adsc.200404220
日期:2004.12
A general synthetic scheme for tamoxifen-type tetrasubstituted olefins based on the novel Cu-catalyzed carbomagnesation across alkynyl(2-pyridyl)silane has been developed. A wide array of electronically and structurally diverse tetrasubstituted olefins can be prepared in a regiocontrolled, stereocontrolled, and diversity-oriented manner. Noteworthy features are that (i) the three aryl groups, which
已经开发了基于新的Cu催化炔基(2-吡啶基)硅烷的碳还原反应的他莫昔芬型四取代烯烃的一般合成方案。可以以区域控制,立体控制和面向多样性的方式制备各种各样的电子和结构上不同的四取代烯烃。值得注意的特征是:(i)被认为对抗雌激素活性很重要的三个芳基可以随意变化,因为它们均来自易得的芳基碘化物,以及(ii)任何立体和碘原子。原则上,可以通过简单地改变序列中芳基碘化物的使用顺序来制备区域异构体。