Abstract
Development of regio- and stereoselective glycosylations leading to a specific hydroxyl group among several free hydroxyl groups is a challenging and long-standing research subject in carbohydrate chemistry. In this context, several efficient regio- and stereoselective glycosylation methods utilizing organoboron reagents, which can bind reversibly to cis-1,2- or 1,3-diols under mild conditions, have been reported. In this focused review article, several organoboron-mediated regio- and stereoselective glycosylations are described, including recently developed methods.
| Original language | English |
|---|---|
| Pages (from-to) | E55-E62 |
| Journal | Trends in Glycoscience and Glycotechnology |
| Volume | 30 |
| Issue number | 174 |
| DOIs | |
| Publication status | Published - 2018 Jan 1 |
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Keywords
- Borinic acid
- Boronic acid
- Glycosylation
- Organoboron compound
- Regioselective
- Stereoselective
- Unprotected glycoside
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
Cite this
Regioselective and stereoselective glycosylations utilizing organoboron compounds. / Takahashi, Daisuke; Tanaka, Masamichi; Toshima, Kazunobu.
In: Trends in Glycoscience and Glycotechnology, Vol. 30, No. 174, 01.01.2018, p. E55-E62.Research output: Contribution to journal › Short survey
}
TY - JOUR
T1 - Regioselective and stereoselective glycosylations utilizing organoboron compounds
AU - Takahashi, Daisuke
AU - Tanaka, Masamichi
AU - Toshima, Kazunobu
PY - 2018/1/1
Y1 - 2018/1/1
N2 - Development of regio- and stereoselective glycosylations leading to a specific hydroxyl group among several free hydroxyl groups is a challenging and long-standing research subject in carbohydrate chemistry. In this context, several efficient regio- and stereoselective glycosylation methods utilizing organoboron reagents, which can bind reversibly to cis-1,2- or 1,3-diols under mild conditions, have been reported. In this focused review article, several organoboron-mediated regio- and stereoselective glycosylations are described, including recently developed methods.
AB - Development of regio- and stereoselective glycosylations leading to a specific hydroxyl group among several free hydroxyl groups is a challenging and long-standing research subject in carbohydrate chemistry. In this context, several efficient regio- and stereoselective glycosylation methods utilizing organoboron reagents, which can bind reversibly to cis-1,2- or 1,3-diols under mild conditions, have been reported. In this focused review article, several organoboron-mediated regio- and stereoselective glycosylations are described, including recently developed methods.
KW - Borinic acid
KW - Boronic acid
KW - Glycosylation
KW - Organoboron compound
KW - Regioselective
KW - Stereoselective
KW - Unprotected glycoside
UR - http://www.scopus.com/inward/record.url?scp=85047630949&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85047630949&partnerID=8YFLogxK
U2 - 10.4052/tigg.1817.2E
DO - 10.4052/tigg.1817.2E
M3 - Short survey
AN - SCOPUS:85047630949
VL - 30
SP - E55-E62
JO - Trends in Glycoscience and Glycotechnology
JF - Trends in Glycoscience and Glycotechnology
SN - 0915-7352
IS - 174
ER -