ChemInform Abstract: “Armed-Disarmed” Glycosidation Strategy Based on Glycosyl Donors and Acceptors Carrying Phosphoroamidate as a Leaving Group: A Convergent Synthesis of Globotriaosylceramide.

ChemInform ◽  
2010 ◽  
Vol 29 (14) ◽  
pp. no-no
Author(s):  
S. HASHIMOTO ◽  
H. SAKAMOTO ◽  
T. HONDA ◽  
H. ABE ◽  
S. NAKAMURA ◽  
...  
Keyword(s):  
Convergent Synthesis ◽  
Leaving Group ◽  
Group A ◽  
Glycosyl Donors

“Armed-disarmed” glycosidation strategy based on glycosyl donors and acceptors carrying phosphoroamidate as a leaving group: A convergent synthesis of globotriaosylceramide

1997 ◽  
Vol 38 (52) ◽  
pp. 8969-8972 ◽  
Author(s):  
Shun-ichi Hashimoto ◽  
Hiroki Sakamoto ◽  
Takeshi Honda ◽  
Hiroshi Abe ◽  
Sei-ichi Nakamura ◽  
...  
Keyword(s):  
Convergent Synthesis ◽  
Leaving Group ◽  
Group A ◽  
Glycosyl Donors

Design, Development and Utility of Glycosyl Donors Bearing an Acetoxymethoxy Leaving Group

1998 ◽  
Vol 27 (9) ◽  
pp. 863-864 ◽  
Author(s):  
Hari Babu Mereyala ◽  
Srinivas Reddy Gurrala
Keyword(s):  
Design Development ◽  
Leaving Group ◽  
Glycosyl Donors

A new glycosylation method using glycosyl donors substituted by enol ether as a leaving group

1999 ◽  
Vol 40 (8) ◽  
pp. 1531-1534 ◽  
Author(s):  
Yumiko Osa ◽  
Kazuyoshi Takeda ◽  
Tomoko Sato ◽  
Eisuke Kaji ◽  
Yoshihisa Mizuno ◽  
...  
Keyword(s):  
Enol Ether ◽  
Leaving Group ◽  
Glycosyl Donors

scholarly journals Regioselectivity of glycosylation reactions of galactose acceptors: an experimental and theoretical study

2019 ◽  
Vol 15 ◽  
pp. 2982-2989 ◽  
Author(s):  
Enrique A Del Vigo ◽  
Carlos A Stortz ◽  
Carla Marino
Keyword(s):  
Molecular Modeling ◽  
Theoretical Study ◽  
General Trend ◽  
Relative Reactivity ◽  
Protecting Groups ◽  
Equatorial Orientation ◽  
Modeling Approach ◽  
Group A ◽  
The Difference ◽  
Glycosyl Donors

Regioselective glycosylations allow planning simpler strategies for the synthesis of oligosaccharides, and thus reducing the need of using protecting groups. With the idea of gaining further understanding of such regioselectivity, we analyzed the relative reactivity of the OH-3 and OH-4 groups of 2,6-diprotected methyl α- and β-galactopyranoside derivatives in glycosylation reactions. The glycosyl acceptors were efficiently prepared by simple methodologies, and glycosyl donors with different reactivities were assessed. High regioselectivities were achieved in favor of the 1→3 products due to the equatorial orientation of the OH-3 group. A molecular modeling approach endorsed this general trend of favoring O-3 substitution, although it showed some failures to explain subtler factors governing the difference in regioselectivity between some of the acceptors. However, the Galp-(β1→3)-Galp linkage could be regioselectively installed by using some of the acceptors assayed herein.

ChemInform Abstract: A New Glycosylation Method Using Glycosyl Donors Substituted by Enol Ether as a Leaving Group.

ChemInform ◽  
2010 ◽  
Vol 30 (20) ◽  
pp. no-no
Author(s):  
Yumiko Osa ◽  
Kazuyoshi Takeda ◽  
Tomoko Sato ◽  
Eisuke Kaji ◽  
Yoshihisa Mizuno ◽  
...  
Keyword(s):  
Enol Ether ◽  
Leaving Group ◽  
Glycosyl Donors

scholarly journals Chemical synthesis of the tumor-associated globo H antigen

RSC Advances ◽  
2015 ◽  
Vol 5 (30) ◽  
pp. 23311-23319 ◽  
Author(s):  
Satadru S. Mandal ◽  
Guochao Liao ◽  
Zhongwu Guo
Keyword(s):  
Chemical Synthesis ◽  
Convergent Synthesis ◽  
Glycosyl Donors

A convergent synthesis of Globo H antigen based on glycosylation reactions using thioglycoside and trichloroacetimidate glycosyl donors.

Interrupted Pummerer Reaction in Latent-Active Glycosylation: Glycosyl Donors with a Recyclable and Regenerative Leaving Group

2015 ◽  
Vol 127 (48) ◽  
pp. 14640-14644 ◽  
Author(s):  
Penghua Shu ◽  
Xiong Xiao ◽  
Yueqi Zhao ◽  
Yang Xu ◽  
Wang Yao ◽  
...  
Keyword(s):  
Pummerer Reaction ◽  
Leaving Group ◽  
Glycosyl Donors
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