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Your search keyword '"Masakazu Tsubota"' showing total 4 results
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4 results on '"Masakazu Tsubota"'

1. A Concise Enantioselective Pathway to Carbocyclic Nucleoside: Asymmetric Synthesis of Carbocyclic Moiety of Carbovir

Author

Shinji Tanimori, Mitsuru Nakayama, Masakazu Tsubota, and Mingqi He

Subjects
Carbocyclic nucleoside, Bicyclic molecule, Stereochemistry, Chemistry, Organic Chemistry, Enantioselective synthesis, chemistry.chemical_element, Moiety, Ring (chemistry), Rhodium, Catalysis
Abstract

(-)-Trans-4-t-butyldimethylsilyloxymethyl-2-cyclopentenol (13), a key intermediate for the synthesis of (-)-carbovir (15), was synthesized by using enantioselective bicyclic ring construction of chiral α-diazo-β-keto ester 3 catalyzed by rhodium (II) acetate.

Published
1997
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2. Studies Directed Toward the Synthesis of Macrolactins: Asymmetric Synthesis of C3-C9and C17-C24Subunits of Macrolactin A

Author

Masakazu Tsubota, Mitsuru Nakayama, Yuuji Morita, and Shinji Tanimori

Subjects
chemistry.chemical_compound, chemistry, Stereochemistry, Organic Chemistry, Diol, Enantioselective synthesis, Combinatorial chemistry
Abstract

C3-C9 and C17-C24 subunits (2 and 3) of marine macrolide macrolactin A (1) were synthesized starting from known diol 5 and methyl (R)-3-hydroxybutylate 9 as chiral starting materials by straightforward manner.

Published
1996
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3. ChemInform Abstract: A Concise Enantioselective Pathway to Carbocyclic Nucleoside: Asymmetric Synthesis of Carbocyclic Moiety of Carbovir

Author

Mitsuru Nakayama, Masakazu Tsubota, Shinji Tanimori, and Mingqi He

Subjects
chemistry, Carbocyclic nucleoside, Bicyclic molecule, Stereochemistry, Enantioselective synthesis, Moiety, chemistry.chemical_element, General Medicine, Ring (chemistry), Catalysis, Rhodium
Abstract

(-)-Trans-4-t-butyldimethylsilyloxymethyl-2-cyclopentenol (13), a key intermediate for the synthesis of (-)-carbovir (15), was synthesized by using enantioselective bicyclic ring construction of chiral α-diazo-β-keto ester 3 catalyzed by rhodium (II) acetate.

Published
2010
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4. A new nucleophilic ring opening of an activated cyclopropane and a formal synthesis of (+/-)-carbovir

Author

Mitsuru Nakayama, Shinji Tanimori, Masakazu Tsubota, and Mingqi He

Subjects
chemistry.chemical_classification, Cyclopropanes, Magnetic Resonance Spectroscopy, Double bond, Stereochemistry, Organic Chemistry, Regioselectivity, Total synthesis, HIV, General Medicine, Applied Microbiology and Biotechnology, Biochemistry, Chemical synthesis, Antiviral Agents, Dideoxynucleosides, Mass Spectrometry, Analytical Chemistry, Cyclopropane, chemistry.chemical_compound, chemistry, Nucleophile, Mitsunobu reaction, Allyl alcohol, Molecular Biology, Biotechnology
Abstract

The reaction of bicyclo[3.1.0]hexane 1, possessing a doubly activated cyclopropane ring, with acetic acid and potassium acetate in DMSO proceeded smoothly to give the adduct 2 in good yield. A formal total synthesis of the potent anti-HIV agent (+/-)-carbovir (9) was done by converting 2 into a known precursor 8 in 8 steps via allyl alcohol 7 including the regioselective introduction of a double bond (4 to 5) and attachment of the nucleobase using the Mitsunobu reaction (7 to 8).

Published
1995

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