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

47 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

Access to Document

10.1021/ol0357705

Cite this

@article{78ba8836b3a34407a96e144b2f77e08c,

title = "Synthesis of Fullerene Glycoconjugates through Sulfide Connection in Aqueous Media",

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",

month = nov,

day = "13",

doi = "10.1021/ol0357705",

language = "English",

volume = "5",

pages = "4461--4463",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "23",

}

TY - JOUR

T1 - Synthesis of Fullerene Glycoconjugates through Sulfide Connection in Aqueous Media

AU - Isobe, Hiroyuki

AU - Mashima, Hiroko

AU - Yorimitsu, Hideki

AU - Nakamura, Eiichi

PY - 2003/11/13

Y1 - 2003/11/13

N2 - (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.

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.

UR - http://www.scopus.com/inward/record.url?scp=0345715008&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0345715008&partnerID=8YFLogxK

U2 - 10.1021/ol0357705

DO - 10.1021/ol0357705

M3 - Article

C2 - 14602025

AN - SCOPUS:0345715008

VL - 5

SP - 4461

EP - 4463

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 23

ER -

Synthesis of Fullerene Glycoconjugates through Sulfide Connection in Aqueous Media

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this