Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot
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Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot. / Bandara, Mithila D.; Yasomanee, Jagodige P.; Rath, Nigam P.; Pedersen, Christian Marcus; Bols, Mikael; Demchenko, Alexei V.
In: Organic & Biomolecular Chemistry, Vol. 15, No. 3, 2017, p. 559-563.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Conformationally superarmed S-ethyl glycosyl donors as effective building blocks for chemoselective oligosaccharide synthesis in one pot
AU - Bandara, Mithila D.
AU - Yasomanee, Jagodige P.
AU - Rath, Nigam P.
AU - Pedersen, Christian Marcus
AU - Bols, Mikael
AU - Demchenko, Alexei V.
PY - 2017
Y1 - 2017
N2 - A new series of superarmed glycosyl donors has been investigated. It was demonstrated that the S-ethyl leaving group allows for high reactivity, which is much higher than that of equally equipped S-phenyl glycosyl donors that were previously investigated by our groups. The superarmed S-ethyl glycosyl donors equipped with a 2-O-benzoyl group gave complete β-stereoselectivity. Utility of the new glycosyl donors has been demonstrated in a one-pot one-addition oligosaccharide synthesis with all of the reaction components present from the beginning
AB - A new series of superarmed glycosyl donors has been investigated. It was demonstrated that the S-ethyl leaving group allows for high reactivity, which is much higher than that of equally equipped S-phenyl glycosyl donors that were previously investigated by our groups. The superarmed S-ethyl glycosyl donors equipped with a 2-O-benzoyl group gave complete β-stereoselectivity. Utility of the new glycosyl donors has been demonstrated in a one-pot one-addition oligosaccharide synthesis with all of the reaction components present from the beginning
U2 - 10.1039/c6ob02498j
DO - 10.1039/c6ob02498j
M3 - Journal article
C2 - 27942674
VL - 15
SP - 559
EP - 563
JO - Organic & Biomolecular Chemistry
JF - Organic & Biomolecular Chemistry
SN - 1470-4358
IS - 3
ER -
ID: 176368495