363602-90-8Relevant academic research and scientific papers
Asymmetric synthesis of protected 2-keto-1,3-diol and 1,2,3-triol building blocks bearing a quaternary stereogenic center
Enders,Nühring,Runsink,Raabe
, p. 1406 - 1414 (2001)
The asymmetric synthesis of protected 2-keto-1,3-diols 5 and 1,2,3-triols 6 bearing a quaternary stereogenic center starting from 2,2-dimethyl-1,3-dioxan-5-one (1) is described. The stereogenic centers are generated by sequential α-alkylation of 1 using the SAMP/RAMP hydrazone method and stereoselective reduction of ketones 5 with L-selectride. The products are obtained in good yields and high diastereomeric and enantiomeric excesses.
