- Highly diastereoselective synthesis of tertiary alcohols via intramolecular Baylis-Hillman reaction using less reactive acrylamides as activated alkenes and ketones as electrophiles
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A simple and convenient protocol for highly diastereoselective intramolecular Baylis-Hillman (IBH) reaction of substrates containing less reactive acrylamides as activated alkene and ketones with α-chiral center (racemic) as electrophile components, thus
- Basavaiah, Deevi,Reddy, Guddeti Chandrashekar,Lingaiah, Balthu,Naganaboina, Ram Tilak
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p. 859 - 867
(2017/01/29)
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- A five coordination Cu(II) cluster-based MOF and its application in the synthesis of pharmaceuticals: Via sp3 C-H/N-H oxidative coupling
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Herein, a copper metal-organic framework, termed as VNU-18, containing penta-coordinated sites was successfully synthesized and fully characterized. This material was demonstrated to be an efficient heterogeneous catalyst for the oxidative C-H activation via N-H bonds. The optimized conditions are applicable for the synthesis of pharmaceuticals constructed by α-amino carbonyl skeletons.
- Tran, Thuan V.,Le, Hanh T. N.,Ha, Hiep Q.,Duong, Xuan N. T.,Nguyen, Linh H.-T.,Doan, Tan L. H.,Nguyen, Ha L.,Truong, Thanh
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p. 3453 - 3458
(2017/08/22)
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- Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates
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An efficient synthetic method for the preparation of multisubstituted furans, thiophenes, and pyrroles using ynolates was developed. This novel formal [4 + 1] annulation by C2-C3 and C3-C4 bond formations Includes cycloaddition, cyclization, decarboxylati
- Shindo, Mitsuru,Yoshimura, Yutaka,Hayashi, Maiko,Soejima, Hiroe,Yoshikawa, Takashi,Matsumoto, Kenji,Shishido, Kozo
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p. 1963 - 1966
(2008/02/02)
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- Heteroatom-guided torquoselective olefination of α-oxy and α-amino ketones via ynolates
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Ynolates were found to react with α-alkoxy-, α-siloxy-, and α -aryloxyketones at room temperature to afford tetrasubstituted olefins with high Z selectivity. Since the geometrical selectivity was determined in the ring opening of the β-lactone enolate intermediates, the torquoselectivity was controlled by the ethereal oxygen atoms. From experimental and theoretical studies, the high Z selectivity is in duced by orbital and steric interactions rather than by chelation. In a similar manner, α-dialkylamino ketones provided olefins with excellent Z selectivity. These products can be easily converted into multisubstituted butenolides and γ-butyrolactams in good yield.
- Shindo, Mitsuru,Yoshikawa, Takashi,Itou, Yasuaki,Mori, Seiji,Nishii, Takeshi,Shishido, Kozo
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p. 524 - 536
(2008/09/20)
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- Diastereoselective reduction of α-aminoketones: Synthesis of anti- and syn-β-aminoalcohols
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Reduction of N-t-BOC-protected-N-alkyl α-aminoketones with LiEt 3BH or Li(S-Bu)3BH furnishes protected syn-β-aminoalcohols with high selectivities. In contrast, removal of the BOC group followed by reduction of the aminoketone gives anti-β- aminoalcohols with variable selectivities. With aromatic ketones, selectivities are typically high while aliphatic ketones show mediocre to high selectivities depending on steric considerations.
- Fraser, David S.,Park, Sheldon B.,Chong, J. Michael
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