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1,5,7-Triazabicyclo[4.4.0]dec-1-ene (TBD), 7-methyl-TBD (MTBD) and the polymer-supported TBD (P-TBD): three efficient catalysts for the nitroaldol (Henry) reaction and for the addition of dialkyl phosphites to unsaturated systems
Tetrahedron Letters ( IF 1.5 ) Pub Date : 4 March 2000 , DOI: 10.1016/s0040-4039(99)02340-0
Daniele Simoni , Riccardo Rondanin , Massimo Morini , Riccardo Baruchello , Francesco Paolo Invidiata

The 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and its 7-methyl derivative (MTBD) have been proven to be of great synthetic utility as catalysts in the nitroaldol (Henry) reaction and for the addition of dialkyl phosphites to a variety of carbonyl compounds. The catalysts were in many cases superior to the parent tetramethylguanidine (TMG). In general the reaction proceeds in a few minutes at 0°C. The polymer-supported-TBD (P-TBD) was also proven to be an efficient promoter of the above cited nucleophilic additions.

中文翻译:

1,5,7-三氮杂双环[4.4.0]癸-1-烯(TBD),7-甲基-TBD(MTBD)和聚合物负载的TBD(P-TBD):硝基醛(Henry)的三种有效催化剂反应并用于将亚磷酸二烷基酯添加到不饱和体系中

1,5,7-三氮杂双环[4.4.0] dec-5-ene(TBD)及其7-甲基衍生物(MTBD)已被证明在硝基醛(Henry)反应中具有很强的合成效用,并且对于将亚磷酸二烷基酯添加到各种羰基化合物中。在许多情况下,该催化剂优于母体四甲基胍(TMG)。通常,反应在0℃下在几分钟内进行。还证明了聚合物负载的TBD(P-TBD)是上述亲核加成的有效促进剂。
更新日期:2017-01-31
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