851856-70-7Relevant academic research and scientific papers
Catalytic asymmetric synthesis of hydroxy enol ethers: Approach to a two-carbon homologation of aldehydes
Jeon, Sang-Jin,Chen, Young K.,Walsh, Patrick J.
, p. 1729 - 1732 (2007/10/03)
(Chemical Equation Presented) Hydroboration of ethoxy acetylene, transmetalation to zinc, and addition to aldehydes in the presence of a chiral amino alcohol ligand (MIB) affords hydroxy enol ethers with high ee. The resultant enantiomerically enriched hydroxy enol ethers were converted to protected hydroxy aldehydes, a useful synthetic building block for the construction of a variety of polyoxygenated natural products. In addition, diastereoselective formation of syn- and anti-1,3-diols was studied.
