691001-23-7Relevant academic research and scientific papers
Syntheses and synthetic applications of stannylated allylic alcohols
Kazmaier, Uli,Lucas, Simon,Klein, Manuela
, p. 2429 - 2433 (2006)
Allenyl carbinols undergo regioselective hydrostannation in the presence of MoBl3, a catalyst originally developed for the hydrostannation of alkynes, giving rise to allyl stannanes. These allyl stannanes can easily be converted into useful synthetic building blocks such as allyl iodides or vinyl epoxides.
Efficient synthesis of 3-chloromethyl-2(5H)-furanones and 3-chloromethyl- 5,6-dihydropyran-2-ones via the PdCl2-catalyzed chlorocyclocarbonylation of 2,3- or 3,4-allenols
Cheng, Xin,Jiang, Xuefeng,Yu, Yihua,Ma, Shengming
supporting information; experimental part, p. 8960 - 8965 (2009/04/11)
(Chemical Equation Presented) A mild and efficient methodology involving PdCl2-catalyzed chlorocyclocarbonylation of 2,3- or 3,4-allenols with CuCl2 for the synthesis of 3-chloromethyl-2(5H)-furanones and 3-chloromethyl-5,6-dihydropyran-2-ones was developed. This reaction proceeded in a highly regioselective manner, i.e., the chlorine atom was introduced to the terminal position of the allene moiety while the lactone linkage was formed between the center carbon atom of the allene moiety and the hydroxyl oxygen, which was established by the X-ray single crystal diffraction study of γ-lactone 3p. The highly optically active 3-chloromethyl-2(5H)-furanones could be easily prepared from the readily available optically active 2,3-allenols. A mechanism for this reaction was proposed.
Molybdenum-catalyzed hydrostannations of allenylcarbinols
Kazmaier, Uli,Klein, Manuela
, p. 501 - 503 (2008/09/18)
Allenylcarbinols undergo regioselective hydrostannation in the presence of MoBl3, a catalyst which was developed for the hydrostannation of propargyl alcohols and derivatives; allylstannanes are formed preferentially, which can easily be conver
