1298088-71-7Relevant academic research and scientific papers
Regioselective 1,2-Diol Rearrangement by Controlling the Loading of BF3·Et2O and Its Application to the Synthesis of Related Nor-Sesquiterene- and Sesquiterene-Type Marine Natural Products
Wang, Jun-Li,Li, Hui-Jing,Wang, Hong-Shuang,Wu, Yan-Chao
, p. 3811 - 3814 (2017/07/26)
The regiocontrolled rearrangement of 1,2-diols has been achieved by controlling the loading of BF3·Et2O. Its applicability is showcased by the divergent synthesis of austrodoral, austrodoric acid, and 8-epi-11-nordriman-9-one, as well as a formal synthesis of siphonodictyal B and liphagal. A new light is shed on piancol-type rearrangements that will be useful in diversity-oriented synthesis of related natural products.
Silicon-(thio)urea Lewis acid catalysis
Hrdina, Radim,Mueller, Christian E.,Wende, Raffael C.,Lippert, Katharina M.,Benassi, Mario,Spengler, Bernhard,Schreiner, Peter R.
supporting information; experimental part, p. 7624 - 7627 (2011/06/26)
We present a new class of catalysts based on the combination of N,N′-diaryl(thio)ureas and weak silicon Lewis acids (e.g., SiCl 4). Such silicon-(thio)urea catalysts effectively catalyze the stereospecific rearrangement of epoxides to quaternary carbaldehydes.
