Synthesis of Fullerene Glycoconjugates through Sulfide Connection in Aqueous Media

Hiroyuki Isobe; Hiroko Mashima; Hideki Yorimitsu; Eiichi Nakamura

doi:10.1021/ol0357705

Synthesis of Fullerene Glycoconjugates through Sulfide Connection in Aqueous Media

Hiroyuki Isobe, Hiroko Mashima, Hideki Yorimitsu, Eiichi Nakamura

Research output: Contribution to journal › Article › peer-review

46 Citations (Scopus)

Abstract

(Equation presented) A thiolate/alkyl halide coupling reaction in aqueous media provides a one-step synthesis of fullerene glycoconjugates bearing five carbohydrate groups in good yield by using stoichiometric amounts of reactants, without recourse to hydroxy group protection. The sulfide-connection methodology is also useful for synthesis of simpler amphiphilic fullerene molecules, such as one bearing five carboxylic acid groups.

Original language	English
Pages (from-to)	4461-4463
Number of pages	3
Journal	Organic letters
Volume	5
Issue number	23
DOIs	https://doi.org/10.1021/ol0357705
Publication status	Published - 2003 Nov 13

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0357705

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abstract = "(Equation presented) A thiolate/alkyl halide coupling reaction in aqueous media provides a one-step synthesis of fullerene glycoconjugates bearing five carbohydrate groups in good yield by using stoichiometric amounts of reactants, without recourse to hydroxy group protection. The sulfide-connection methodology is also useful for synthesis of simpler amphiphilic fullerene molecules, such as one bearing five carboxylic acid groups.",

author = "Hiroyuki Isobe and Hiroko Mashima and Hideki Yorimitsu and Eiichi Nakamura",

year = "2003",

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AU - Mashima, Hiroko

AU - Yorimitsu, Hideki

AU - Nakamura, Eiichi

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Y1 - 2003/11/13

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AB - (Equation presented) A thiolate/alkyl halide coupling reaction in aqueous media provides a one-step synthesis of fullerene glycoconjugates bearing five carbohydrate groups in good yield by using stoichiometric amounts of reactants, without recourse to hydroxy group protection. The sulfide-connection methodology is also useful for synthesis of simpler amphiphilic fullerene molecules, such as one bearing five carboxylic acid groups.

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Synthesis of Fullerene Glycoconjugates through Sulfide Connection in Aqueous Media

Abstract

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