Novel glycosylation methods and their application to natural products synthesis

Kazunobu Toshima

doi:10.1016/j.carres.2006.03.012

Novel glycosylation methods and their application to natural products synthesis

Kazunobu Toshima

Department of Applied Chemistry

Research output: Contribution to journal › Short survey › peer-review

67 Citations (Scopus)

Abstract

In this short review article, several glycosylation methods that were developed in our laboratories, including stereocontrolled glycosylation using 2,6-anhydro-2,6-dideoxy-2,6-dithio sugars for obtaining 2,6-dideoxy glycosides, C-glycosylation employing unprotected sugars, environmentally benign glycosylation utilizing heterogeneous solid acids and ionic liquids, are recounted. In addition, representative and significant applications of these methods to the synthesis of complex natural products are described.

Original language	English
Pages (from-to)	1282-1297
Number of pages	16
Journal	Carbohydrate Research
Volume	341
Issue number	10
DOIs	https://doi.org/10.1016/j.carres.2006.03.012
Publication status	Published - 2006 Jul 24

Keywords

Carbohydrate
Glycomolecule
Glycoside
Glycosylation
Natural product

ASJC Scopus subject areas

Analytical Chemistry
Biochemistry
Organic Chemistry

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title = "Novel glycosylation methods and their application to natural products synthesis",

abstract = "In this short review article, several glycosylation methods that were developed in our laboratories, including stereocontrolled glycosylation using 2,6-anhydro-2,6-dideoxy-2,6-dithio sugars for obtaining 2,6-dideoxy glycosides, C-glycosylation employing unprotected sugars, environmentally benign glycosylation utilizing heterogeneous solid acids and ionic liquids, are recounted. In addition, representative and significant applications of these methods to the synthesis of complex natural products are described.",

keywords = "Carbohydrate, Glycomolecule, Glycoside, Glycosylation, Natural product",

author = "Kazunobu Toshima",

note = "Funding Information: I wish to sincerely thank my many co-workers who are individually mentioned in the references for their brilliant contributions. I gratefully acknowledge the Ministry of Education, Culture, Sports, Science, and Technology, Japan, including a Grant-in-Aid for the 21st Century COE program {\textquoteleft}KEIO Life Conjugate Chemistry{\textquoteright} for the financial support over the years.",

year = "2006",

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doi = "10.1016/j.carres.2006.03.012",

language = "English",

volume = "341",

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journal = "Carbohydrate Research",

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T1 - Novel glycosylation methods and their application to natural products synthesis

AU - Toshima, Kazunobu

N1 - Funding Information: I wish to sincerely thank my many co-workers who are individually mentioned in the references for their brilliant contributions. I gratefully acknowledge the Ministry of Education, Culture, Sports, Science, and Technology, Japan, including a Grant-in-Aid for the 21st Century COE program ‘KEIO Life Conjugate Chemistry’ for the financial support over the years.

PY - 2006/7/24

Y1 - 2006/7/24

N2 - In this short review article, several glycosylation methods that were developed in our laboratories, including stereocontrolled glycosylation using 2,6-anhydro-2,6-dideoxy-2,6-dithio sugars for obtaining 2,6-dideoxy glycosides, C-glycosylation employing unprotected sugars, environmentally benign glycosylation utilizing heterogeneous solid acids and ionic liquids, are recounted. In addition, representative and significant applications of these methods to the synthesis of complex natural products are described.

AB - In this short review article, several glycosylation methods that were developed in our laboratories, including stereocontrolled glycosylation using 2,6-anhydro-2,6-dideoxy-2,6-dithio sugars for obtaining 2,6-dideoxy glycosides, C-glycosylation employing unprotected sugars, environmentally benign glycosylation utilizing heterogeneous solid acids and ionic liquids, are recounted. In addition, representative and significant applications of these methods to the synthesis of complex natural products are described.

KW - Carbohydrate

KW - Glycomolecule

KW - Glycoside

KW - Glycosylation

KW - Natural product

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DO - 10.1016/j.carres.2006.03.012

M3 - Short survey

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VL - 341

SP - 1282

EP - 1297

JO - Carbohydrate Research

JF - Carbohydrate Research

SN - 0008-6215

IS - 10

ER -

Novel glycosylation methods and their application to natural products synthesis

Abstract

Keywords

ASJC Scopus subject areas

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