165271-56-7Relevant academic research and scientific papers
Chiral Acylsilanes in Organic Synthesis. Part 2). The Role of the Solvent, the Organometallic Reagent, and the Nature of the Substrate for the Diastereoselectivity of 1,2-Additions to Racemic Alkoxymethyl-Substituted Acylsilanes
Chapeaurouge, Alexander,Bienz, Stefan
, p. 1876 - 1889 (2007/10/02)
The role of the solvent, the organometallic reagent, and the nature of the substrate for the diastereoselectivity of 1,2-additions to racemic alkoxymethyl-substituted acylsilanes was investigated with the acylsilanes 1a-d by variation of the reaction parameters.The results obtained in this study support strongly the previously proposed preferred 'chelate-controlled' reaction path followed under several reaction conditions: highest stereoselectivities were obtained with the best chelating substrates reacting with the most Lewis-acidic organometallic reagents in the least donating solvents.It is shown that almost complete stereoselectivity can be obtained using optimal reaction conditions.
