- α,α-Alkylation-Halogenation and Dihalogenation of Sulfoxonium Ylides. A Direct Preparation of Geminal Difunctionalized Ketones
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A one-pot alkylation–halogenation of ketosulfoxonium ylides in the presence of alkyl halides is described. The method furnishes several gem-difunctionalized haloketones (an alkyl and F, Cl, Br, or I) in good yields. Replacing alkyl halides with a mixture of electrophilic halogen species and various halide anions led to gem-dihalogenated ketones containing a combination of the same or two different halogens. Kinetic isotopic effects as well as reaction kinetic experiments give insight to the mechanism of these reactions.
- Gallo, Rafael D. C.,Ahmad, Anees,Metzker, Gustavo,Burtoloso, Antonio C. B.
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supporting information
p. 16980 - 16984
(2017/11/27)
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- Synthesis of functionalized glutamine- and asparagine-type peptoids-scope and limitations
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N-Alkylated glycine oligomers ('peptoids') can serve as potent peptidomimetic systems. Installing different functional groups can often be a challenge, and minimizes yields and purities. Here, we describe the synthesis of different amide-containing submonomers which were obtained as free bases, as well as their incorporation into peptoids. By using the free amines, the coupling results on solid support could be improved, and various functionalized peptoids were prepared. Additionally, an interesting dimerization side reaction leading to cross-linked peptoids was observed during synthesis.
- Cardenal, Carmen,Vollrath, Sidonie B. L.,Schepers, Ute,Br?se, Stefan
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p. 2237 - 2248
(2013/02/23)
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- SYNTHESIS OF REACTIVE FLUOROALIPHATIC DIAMINES
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The synthesis of "reactive" (i.e. aminoacylated) fluoroaliphatic diamines has been accomplished through the use of peptide blocking group and coupling techniques.Also, the synthetic route to these diamines and their dihydrobromide salts has been improved over that of a recently published procedure.
- Mera, Ann E.,Griffith, James R.,Baum, Kurt
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p. 313 - 320
(2007/10/02)
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