85866-09-7Relevant articles and documents
Synthesis of linear aza and thio analogues of acetogenins and evaluation of their cytotoxicity
Villo, Piret,Toom, Lauri,Eriste, Elo,Vares, Lauri
, p. 6886 - 6899 (2013/11/06)
We report the stereoselective synthesis of thio and aza analogues of Annonaceous acetogenins. The synthetic route allows easy variation of the stereochemistry and of the thio- and aza-fragments. Kinetic resolution of terminal bis-epoxides was used to set two remote stereocentres with high enantio- and diastereoselectivities in one step. The cytotoxicity of the analogues was assessed using the HeLa cell line. Four aza and two thio analogues of Annonaceous acetogenins were synthesized according to a general synthetic route. Two remote stereocentres in the analogues were set with high enantio- and diastereoselectivity in one step by hydrolytic kinetic resolution of a terminal bis-epoxide. Copyright
Synthesis of amphiphilic amino alcohols
Toom, Lauri,Villo, Piret,Liblikas, Ilme,Vares, Lauri
experimental part, p. 4295 - 4313 (2009/04/11)
An efficient and general approach for the synthesis of amphiphilic 1,2-amino alcohols is reported. The use of N-benzyl protecting groups is essential for obtaining good yields when opening a long-chain terminal epoxide with an amine. Copyright Taylor & Francis Group, LLC.
