14333-94-9Relevant academic research and scientific papers
Organocatalytic Enantioselective Acyloin Rearrangement of α-Hydroxy Acetals to α-Alkoxy Ketones
Wu, Hua,Wang, Qian,Zhu, Jieping
supporting information, p. 5858 - 5861 (2017/05/12)
We report an unprecedented organocatalytic enantioselective acyloin rearrangement of α,α-disubstituted α-hydroxy acetals. In the presence of a catalytic amount of chiral binol-derived N-triflyl phosphoramide, α-hydroxy acetals rearranged to α-alkoxy ketones in good to high yields with high enantioselectivities. Formation of an ion pair between the in situ generated oxocarbenium ion and the chiral phosphoramide anion was proposed to be responsible for the highly efficient transfer of chirality. Conditions for removal of cyclohexyl and cyclopentyl groups from the corresponding α-alkoxy ketones were uncovered underpinning their potential general utility as hydroxy protecting groups. Conversion of the rearranged products to the enantioenriched α-hydroxy ketone, 1,2-diol, β-amino alcohol and 1,4-dioxane was also documented.
The Synthesis of 3-Aryl-6-alkylpyridazines
Liang, Jason
, p. 1297 - 1299 (2007/10/02)
Nine compounds of general structure R-X-Y-R' where X is a para-disubstituted phenyl ring and Y is a 3,6-disubstituted-pyridazine ring were synthesized.These can be used as liquid crystal dopents.A general procedure for their synthesis was developed.N-Alkyl benzene and ethyl butyrylacetate were used as starting materials.The purification of reaction intermediates was not necessary if preparative hplc was used to purify the final products.Very pure materials were obtained with good yield.Their structure was confirmed by carbon 13 nmr.
