Highly Selective Synthesis of <i>Z</i>-Unsaturated Esters by Using New Horner−Emmons Reagents, Ethyl (Diarylphosphono)acetates
作者:Kaori Ando
DOI:10.1021/jo970057c
日期:1997.4.1
New Horner-Emmons reagents, ethyl (diarylphosphono)acetates 1, were prepared from triethyl phosphonoacetate, PCl(5), and the corresponding phenols. The reaction of 1 with several kinds of aldehydes in the presence of Triton B or NaH in THF solvent revealed that these reagents are useful for the synthesis of Z-unsaturated esters. Among the reagents examined, ethyl(di-o-tolylphosphono)-, [bis(o-ethylphenyl)phosphono]-
由膦酸三乙酯,PCl(5)和相应的酚制备新的Horner-Emmons试剂(二芳基膦酸乙酯)乙酸乙酯1。在Triton B或NaH存在下,THF中1与几种醛的反应表明,这些试剂可用于合成Z-不饱和酯。在所检查的试剂中,发现乙基(二-邻甲苯基膦酰基)-,[双(邻乙基苯基)膦基]-和[双(邻异丙基苯基)膦基]乙酸酯(1k-m)最有效,得到Z-不饱和酯,选择性为93-99%。