Stereoselective Synthesis of Both Stereoisomers of β-Fluorostyrene Derivatives from a Common Intermediate
作者:Grégory Landelle、Marc-Olivier Turcotte-Savard、Laetitia Angers、Jean-François Paquin
DOI:10.1021/ol200302h
日期:2011.3.18
stereoselective synthesis of both cis- and trans-β-fluorostyrene derivatives from a common intermediate, (Z)-1-aryl-2-fluoro-1-(trimethylsilyl)ethenes, is described. The trans isomers are obtained by a stereospecific replacement of the silyl group in the presence of water and a fluoride source, whereas the preparation of the cis isomers is achieved by a bromination/desilicobromination sequence followed
描述了从常见的中间体(Z)-1-芳基-2-氟-2-氟-1-(三甲基甲硅烷基)乙烯立体合成顺-和反-β-氟苯乙烯衍生物。的反式异构体是通过在水和氟化物源存在下的立体有择更换甲硅烷基得到的,而在制备顺式异构体是由溴化/ desilicobromination序列,随后通过还原新创建的C-Br键来实现。还提出了β-氟苯乙烯的两种立体异构体的立体选择性转化。