173975-58-1Relevant academic research and scientific papers
Chiral primary amine catalyzed asymmetric direct cross-aldol reaction of acetaldehyde
Hu, Shenshen,Zhang, Long,Li, Jiuyuan,Luo, Sanzhong,Cheng, Jin-Pei
, p. 3347 - 3352 (2011)
The first primary aminocatalytic direct cross-aldol reaction of acetaldehyde is presented. Among the various vicinal diamines screened, the L-tert-leucine derivative 1c in conjunction with (H4SiW 12O40)0.25 was identified as the optimal catalyst; good catalytic activity (up to 99% yield in 4 h), and high enantioselectivities (up to 92% ee) were achieved for a range of donors, including aromatic aldehydes and isatin derivatives. Aqueous acetaldehyde solution and paraldehyde can be conveniently applied in this system.
Asymmetric Additions to Dichlorophenyldioxane, A New Chiral Acetal
Andrus, Merritt B.,Lepore, Salvatore D.
, p. 9149 - 9152 (2007/10/02)
4-(2,6-Dichlorophenyl)-1,3-dioxanes have been reacted with weak nucleophiles and TiCl4 to give benzyl ethers with high selectivity.The major products are consistent with an SN2-like mechanism.The benzyl ether is removed in one step using Li/NH3 to give non-racemic secondary alcohols.
