88728-90-9Relevant academic research and scientific papers
Synthesis of chiral 4,4-disubstituted-dihydropyridazines
Buonora, Paul T.,Zhang, Qun,Sawko, Jennifer,Westrum, Larry J.
, p. 27 - 30 (2008/09/16)
In this paper, a novel general route to the stereospecific synthesis of chiral dihydropyridazines relying on the stereospecific formation of 1,4-diones is presented. The chirality is provided through the application of bicyclic lactams to the synthesis of
The Asymmetric Synthesis of 2,2-Dialkyl Carboxylic Esters and 2,2-Disubstituted Dihydronaphthalenes
Meyers, A. I.,Wallace, Richard H.,Harre, Michael,Garland, Robert
, p. 3137 - 3143 (2007/10/02)
The bicyclic lactams derived from (S)-valinol and 3-benzoylpropionic acid or levulinic acid are useful chiral precursors to the title compounds.Metalation of bicyclic lactams 1 and 4 and alkylation followed by acidic hydrolysis leads to racemic 2-alkyl carboxylic acids.However, sequential metalation-alkylation to 2,2-dialkyl bicyclic lactams 2 and 5 furnishes these systems with good diastereoselectivity.Treatment of 5 with triflic acid causes a facile rearrangement to the oxalines 7 and hydrolysis leads to the carboxylic esters.Under certain conditions, hydrolysis leads directly to naphthalenes 11.
