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 ◽  
...  
1997 ◽  
Vol 38 (52) ◽  
pp. 8969-8972 ◽  
Author(s):  
Shun-ichi Hashimoto ◽  
Hiroki Sakamoto ◽  
Takeshi Honda ◽  
Hiroshi Abe ◽  
Sei-ichi Nakamura ◽  
...  

1998 ◽  
Vol 27 (9) ◽  
pp. 863-864 ◽  
Author(s):  
Hari Babu Mereyala ◽  
Srinivas Reddy Gurrala

1999 ◽  
Vol 40 (8) ◽  
pp. 1531-1534 ◽  
Author(s):  
Yumiko Osa ◽  
Kazuyoshi Takeda ◽  
Tomoko Sato ◽  
Eisuke Kaji ◽  
Yoshihisa Mizuno ◽  
...  

2019 ◽  
Vol 15 ◽  
pp. 2982-2989 ◽  
Author(s):  
Enrique A Del Vigo ◽  
Carlos A Stortz ◽  
Carla Marino

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 ◽  
2010 ◽  
Vol 30 (20) ◽  
pp. no-no
Author(s):  
Yumiko Osa ◽  
Kazuyoshi Takeda ◽  
Tomoko Sato ◽  
Eisuke Kaji ◽  
Yoshihisa Mizuno ◽  
...  

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

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


2015 ◽  
Vol 127 (48) ◽  
pp. 14640-14644 ◽  
Author(s):  
Penghua Shu ◽  
Xiong Xiao ◽  
Yueqi Zhao ◽  
Yang Xu ◽  
Wang Yao ◽  
...  

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