38305-83-8Relevant academic research and scientific papers
Mapping the mechanism of nickel-ferrophite catalysed methylation of baylis-hillman-derived SN2′ electrophiles
Novak, Andrew,Calhorda, Maria Jose,Costa, Paulo Jorge,Woodward, Simon
supporting information; experimental part, p. 898 - 903 (2009/07/19)
Enantioselective Ni-catalysed methylation of Baylis-Hillman-derived allylic electrophiles in the presence of ferrophite ligands has been investigated computationally and experimentally. The sense and degree of enantioselectivity attained is independent of both the leaving group and the isomeric structure of the initial allylic halide. DFT studies support the selective formation of a limited number of energetically favoured anti and syn π-allyl intermediates. The observed regio- and enantioselectivity can be rationalised based on the energetics of these structures.
BiCl3-catalysed nucleophilic substitution of Baylis-Hillman adducts with alcohols
Li, Jian,Liu, Xiaotao,Zhao, Peichao,Jia, Xueshun
experimental part, p. 159 - 162 (2009/05/30)
An efficient nucleophilic substitution of Baylis-Hillman adducts with alcohols catalysed by 10 mol% BiCI3, affords functionalised ethers. Water was the only side product.
FeCl3-catalyzed nucleophilic substitution of Baylis-Hillman adducts with alcohols
Jia, Xueshun,Zhao, Peichao,Liu, Xiaotao,Li, Jian
, p. 1617 - 1628 (2008/09/20)
FeCl3-catalyzed nucleophilic substitution reaction of Baylis-Hillman adducts with alcohols is described. The present protocol allows for the efficient syntheses of many kinds of functional ethers. This conversion is also a green route because water is the only side product. Copyright Taylor & Francis Group, LLC.
First asymmetric synthesis of a C2-symmetric 2-endo,6-endo-disubstituted bispidine
Breuning, Matthias,Hein, David
, p. 1410 - 1418 (2008/02/09)
The enantioselective synthesis of a C2-symmetric 2-endo,6-endo-disubstituted bispidine (3,7-diazabicyclo[3.3.1]nonane) has been accomplished for the first time. The key step was a Michael addition of the protected β-amino ester methyl (R)-3-{N-
Silica chloride-catalyzed one-pot isomerizationchlorination, arylation, and etherification of BaylisHillman adducts
Shanmugam, Ponnusamy,Viswambharan, Baby,Vaithiyanathan, Vadivel
, p. 850 - 856 (2008/03/12)
A convenient and efficient one-pot isomerization?chlorination, arylation, and etherification of several Baylis?Hillman adducts with silica chloride, an eco-friendly heterogeneous catalyst, silica chloride?arenes, and silica chloride?saturated and unsatura
A novel liquid-phase synthesis of Baylis-Hillman products using PEG-supported α-phenylselenopropionate ester
Sheng, Shou-Ri,Wang, Qiong,Wang, Qiu-Ying,Guo, Lei,Liu, Xiao-Ling,Huang, Xian
, p. 1887 - 1890 (2008/02/08)
Treatment of the lithio derivative of novel PEG-supported α-phenylselenopropionate ester with aldehydes and subsequent cleavage from the PEG support by oxidative elimination with 30% hydrogen peroxide efficiently afforded Baylis-Hillman products in good y
