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Your search keyword '"Ken‐ichiro Awasaguchi"' showing total 4 results
Start Over Author "Ken‐ichiro Awasaguchi" Topic stereochemistry
4 results on '"Ken‐ichiro Awasaguchi"'

1. Synthesis of Spiro C-Arylglycoriboside via Pd(II)-Catalyzed Spirocyclization

Author

Koichi Inoue, Hiroko Kakuda, Hajime Yokoyama, Ken‐ichiro Awasaguchi, Masahiro Miyazawa, Ikuyo Uoya, Yoshiro Hirai, and Koji Nakamura

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, Spiro compound, chemistry, Stereochemistry, Yield (chemistry), Organic Chemistry, chemistry.chemical_element, Stereoselectivity, Nonane, Medicinal chemistry, Palladium, Adduct
Abstract

Spiro C-arylglycoriboside was synthesized in 21 steps via Pd(II)-catalyzed spirocyclization as a key reaction. Hemiketal was obtained in 47% overall yield from cis-2-butene-1,4-diol and spirocyclized with PdCl 2 (PhCN) 2 in dilute THF solution (0.01 M) to afford the 1,6-dioxaspiro[4.4]nonane skeleton in high yield. The spirocyclo adduct was transformed into spiro C-arylglycoriboside in five steps.

Published
2010
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2. ChemInform Abstract: A New Synthetic Strategy for 2-Deoxy-D-ribose via Palladium(II)-Catalyzed Cyclization of Aldehyde

Author

Masahiro Miyazawa, Hajime Yokoyama, Ikuyo Uoya, Ken‐ichiro Awasaguchi, and Yoshiro Hirai

Subjects
chemistry.chemical_classification, Stereochemistry, fungi, food and beverages, chemistry.chemical_element, Total synthesis, General Medicine, Aldehyde, Catalysis, chemistry.chemical_compound, chemistry, Hemiacetal, Malic acid, 2 deoxy d ribose, Palladium
Abstract

The total synthesis of 2-deoxy-D-ribose (VIII) is achieved in 12 steps from L-(-)malic acid (I) via an unstable hemiacetal.

Published
2010
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3. Lipase-Catalyzed Asymmetric Dealkoxylcarbonylation of σ-Symmetrical β-Ketodiesters and Its Application to the Synthesis of (-)-Podocarpic Acid

Author

Ken‐ichiro Awasaguchi, Tetsuya Kajimoto, Takahiro Katoh, Daisuke Mori, Hiroyuki Kimura, and Manabu Node

Subjects
biology, Stereochemistry, Chemistry, Organic Chemistry, General Medicine, Optically active, Catalysis, Terpene, Hydrolysis, Podocarpic acid, biology.protein, Organic chemistry, Lipase, Sequence (medicine)
Abstract

Optically active 2,6-dimethylcyclohexanone-2-carboxylate was prepared by PLE-catalyzed dealkoxycarbonylation of σ-symmetrical β-ketodiesters, which possess quartemary carbons at α- and α'-positions. Moreover, (-)-podocarpic acid was prepared in a short sequence from 2,6-dimethylcyclohexanone-2-carboxylate.

Published
2006
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4. A New Synthetic Strategy for 2-Deoxy-D-ribose via Palladium(II)-Catalyzed Cyclization of Aldehyde

Author

Ikuyo Uoya, Hajime Yokoyama, Yoshiro Hirai, Ken‐ichiro Awasaguchi, and Masahiro Miyazawa

Subjects
Pharmacology, chemistry.chemical_classification, Anomeric effect, Stereochemistry, Organic Chemistry, Total synthesis, Tetrahydropyran, Carbohydrate, Aldehyde, Analytical Chemistry, chemistry.chemical_compound, chemistry, Intramolecular force, Hemiacetal, Stereoselectivity
Abstract

We achieved a total synthesis of 2-deoxy-D-ribose through intramolecular Pd(II)-catalyzed cyclization of aldehyde via an unstable hemiacetal intermediate as a key step.

Published
2010
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