106471-23-2Relevant academic research and scientific papers
A method for the stereospecific conversion of 1,3-diols into oxetanes
Aftab, Tajassus,Carter, Christabel,Hart, Jennifer,Nelson, Adam
, p. 8679 - 8683 (1999)
Diastereomerically pure 1,3-diols were converted into the corresponding orthoesters and reacted with acetyl bromide to give bromoacetates with inversion of configuration at a benzylic position. Methanolysis and cyclisation gave diastereomerically pure 2,4-disubstituted oxetanes.
Stereospecific conversion of (1R*,3S*)- And (1R*,3A*)-3-cyclohexyl-l-phenylpropane-l,3-diol into the corresponding 2,4-disubstituted oxetanes
Aftab, Tajassus,Carter, Christabel,Christlieb, Martin,Hart, Jennifer,Nelson, Adam
, p. 711 - 722 (2007/10/03)
Conversion of two diastereoisomeric 1,3-dioIs (3-cyclohexyl-l-phenylpropane-l,3-diol) into orthoesters was followed' by treatment with acetyl bromide. The 1,3-bromo acetates (acetic acid 3-bromo-l-cycIohexyl-3-phenyIpropyl esters) were obtained with complete inversion of configuration at a benzylic site. Methanolysis of the bromo acetates, followed by ring-closure, resulted in a second inversion of configuration at a benzylic site to give the corresponding oxetanes with overall retention of configuration. The Royal Society of Chemistry 2000.
Chelation- and Nonchelation-Controlled Reductions of β-Dicarbonyl Compounds to 1,3-Diols with Three Chiral Centers
Barluenga, Jose,Resa, Julio G.,Olano, Bernardo,Fustero, Santos
, p. 1425 - 1428 (2007/10/02)
1,3-Diols 5 with three chiral centers are easily obtained, as a diastereoisomer mixture, by reduction of β-dicarbonyl compounds 4 with lithium aluminum hydrides.The diastereoisomer ratio depends largely on the solvent and the nature of the reducing agent.
