Probing the mechanism of the Baylis-Hillman reaction by electrospray ionization mass and tandem mass spectrometry

被引:271
作者
Santos, LS
Pavam, CH
Almeida, WP
Coelho, F [1 ]
Eberlin, MN
机构
[1] Univ Estadual Campinas, Inst Chem, Lab Synth Nat Prod & Drugs, BR-13083970 Campinas, SP, Brazil
[2] Univ Estadual Campinas, Inst Chem, Thomson Mass Spectrometry Lab, BR-13083970 Campinas, SP, Brazil
[3] Univ Estadual Campinas, Inst Biol, Grad Program Cellular & Struct Biol, BR-13083970 Campinas, SP, Brazil
关键词
aldehydes; alkenes; electrophilic addition; mass spectrometry; reaction mechanisms;
D O I
10.1002/anie.200460059
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ion fishing": Protonated intermediates in the catalytic cycle of the Baylis-Hillman reaction between an activated alkene and an electrophile have been intercepted and characterized by electrospray ionization tandem mass spectrometry. This approach provides direct evidence for the currently accepted mechanism (see scheme)."
引用
收藏
页码:4330 / 4333
页数:4
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