Riener Michelle, Nicewicz David A
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290, USA.
Chem Sci. 2013 Jun 1;4(6). doi: 10.1039/C3SC50643F.
A direct method to synthesize lignan cyclobutanes and analogs photoinduced electron transfer is presented. A variety of oxygenated alkenes are employed to furnish terminal or substituted cyclobutane adducts with complete regiocontrol, yielding cycloadducts with stereochemistry. Key to minimizing competing cycloreversion is the inclusion of an aromatic electron relay (ER). This method has been adapted to the synthesis of the natural products magnosalin and pellucidin A.
本文介绍了一种通过光诱导电子转移直接合成木脂素环丁烷及其类似物的方法。使用多种氧化烯烃来提供具有完全区域控制的末端或取代环丁烷加合物，生成具有立体化学的环加成产物。尽量减少竞争性环化逆转的关键是加入芳香族电子中继体（ER）。该方法已应用于天然产物厚朴酚和亮叶木兰素A的合成。
