Browsing by Subject "Ketones"
Now showing 1 - 6 of 6
- Results Per Page
- Sort Options
Item [Alpha]-amination of ketones and protected ketones using dialkyl azodicarboxylates as a nitrogen source(2011-12) Brozell, Alec John; Magnus, Philip D.[Alpha]-Amino ketones can serve as important intermediates for the synthesis of biologically active molecules, and making these precursors in a practical manner has long been a challenge for organic chemists. The oxygen-carbon-carbon-nitrogen (O-C-C-N) sequence is common in natural and synthetic compounds of biological interest, due in part to their relatedness to peptides. Because of the many known carbonyl transformations, [alpha]-amino ketones have the potential to form various amine derivatives. Herein we present our research endeavors which led to several novel methods of forming this type of functionality. These endeavors culminated with the development of a two-step hydrazidation/N-N bond cleavage technique for forming [alpha]-amino ketals--which can be readily hydrolyzed to [alpha]-amino ketones.Item Carbon-carbon bond formation via transition metal-catalyzed transfer hydrogenative carbonyl addition(2022-11-28) Spinello, Brian Joseph; Krische, Michael J.; Liu, Hung-Wen; Hull, Kami; Whitman, Christian PCarbonyl addition persists as one of the most broadly utilized methods for the construction of carbon-carbon bonds. However, classical methods for carbonyl addition require preformed organometallic reagents, which are often highly basic, moisture sensitive, and hazardous. To circumvent these issues, novel synthetic methods have been developed for the construction of carbon-carbon bonds via metal-catalyzed transfer hydrogenative carbonyl reductive coupling, which avoid the use of stoichiometric organometallic reagents. Three methods for ketone formation are described that involve rhodium-catalyzed carbonyl reductive coupling to deliver allylic or homoallylic alcohols, which undergo immediate redox-isomerization to generate saturated ketones products. Additionally, the use of a novel iodide-bound ruthenium-JOSIPHOS catalyst system catalyzes anti-diastereo- and enantioselective carbonyl crotylations of primary alcohols mediated by methylallene and butadiene. Finally, π-allyliridium C,O-benzoate complexes catalyze enantioselective electrophilic allylation of α,α-disubstituted nitronates providing entry to β-stereogenic α-quaternary primary amines after zinc-mediated nitroalkane reduction.Item Hydantoins synthesized from the analogs of dichloroisopropoxyethyl methyl ketone and a study of the utilization of allylmagnesium bromide in the Grignard reaction(1938) Allen, Bruce Bozarth; Henze, Henry R., 1896-1974Item The preparation of disubstituted aminoacetones and related hydantoins(1938) Magee, Joseph William, 1912-; Henze, Henry R., 1896-1974Item Utilization of alkoxyketones in the synthesis of quinolines by the Pfitzinger method(1938) Cross, Loy Benjamin, 1906-; Henze, Henry R., 1896-1974Item Utilization of aryloxyketones in the synthesis of quinolines by the Pfitzinger method(1938) Calaway, Paul Kenneth, 1910-; Henze, Henry R., 1896-1974