132161-98-9Relevant academic research and scientific papers
An efficient 1,2-chelation-controlled reduction of protected hydroxy ketones via Red-Al
Bajwa, Naval,Jennings, Michael P.
, p. 3638 - 3641 (2008/09/20)
(Chemical Equation Presented) In this paper, we have demonstrated that Red-Al is an efficient chelation-controlled reducing reagent for acyclic acetal (i.e., MOM, MEM, SEM, and BOM) protected α-hydroxy ketones. Typically, diastereomeric ratios (dr) ranged from 5 to 20:1 for the 1,2-anti-diols in good to excellent yields.
Synthesis and properties of carbamoyl derivatives of photolabile benzoins
Papageorgiou, George,Corrie, John E.T.
, p. 3917 - 3932 (2007/10/03)
Carbamoyl derivatives of photolabile benzoins, particularly of 3',5'-dimethoxybenzoin, are readily prepared via the mixed p-nitrophenyl carbonate of the benzoin. The method is most suitable for secondary amines, since many primary amines exist in varying proportions as the cyclic In alkaline solution (0.2 M NaOH) the carbamates of unsymmetrical benzoins are readily equilibrated. Flash photolysis of 3',5'-dimethoxybenzoin carbamates generates the carbamate anion in a fast heterolytic process and liberation of the amine is controlled by the rate of decarboxylation.
Preparation of Monosilyl Ethers of Vicinal Diols
Antonsen, Oyvind,Benneche, Tore,Undheim, Kjell
, p. 757 - 760 (2007/10/02)
Monosilyl-protected vicinal diols can be prepared by lithiation of silyl derivatives of α-hydroxyalkylstannanes and subsequent addition to carbonyl compounds.Concurrent reaction of the lithium species initially formed is a reverse Brook rearrangement to yield α-hydroxyalkylsilanes.Alternatively, the monosilyl protected diols were prepared by a samarium(II) iodide mediated Barbier type reaction between α-haloalkoxysilanes and carbonyl compounds.
