88567-59-3Relevant articles and documents
Self-Promoted Glycosylation for the Synthesis of β-N-Glycosyl Sulfonyl Amides
Ma?a, Patrycja,Pedersen, Christian Marcus
, p. 5685 - 5689 (2021/08/30)
N-Glycosyl N-sulfonyl amides have been synthesized by a self-promoted glycosylation, i. e. without any catalysts, promotors or additives. When the reactions were carried out at lower temperatures a mixture of N- and O-glycosides were observed, where the latter rearranged to give the β-N-glycosides at elevated temperatures. By this method sulfonylated asparagine derivatives can be selectively β-glycosylated in high yields by trichloroacetimidate glycosyl donors of different reactivity including protected glucosamine derivatives. The chemoselectivity in the glycosylations as well as the rearrangements from O-glycosides to β-N-glycosides gives information of the glycosylation mechanism. This method gives access to glycosyl sulfonyl amides under mild conditions.
Iron(iii) chloride modulated selective 1,2-trans glycosylation based on glycosyl trichloroacetimidate donors and its application in orthogonal glycosylation
Mukherjee, Mana Mohan,Basu, Nabamita,Ghosh, Rina
, p. 105589 - 105606 (2016/11/18)
The development of a new glycosylation method for efficient stereoselective synthesis of β-gluco- and galactosides from their corresponding armed trichloroacetimidate donors mediated by 10 mole% of FeCl3 has been focused. FeCl3 has a
A REASSESSMENT OF THE PHYTOTOXIN, RHYNCHOSPOROSIDE: ATTACHMENT OF THE AGLYCON
Beier, Ross C.,Mundy, Bradford P.,Strobel, Gary A.
, p. 79 - 88 (2007/10/02)
The aglycon of rhynochosporoside has been established as 1,2-propanediol, and its site of attachment has been reassigned from O-2 to O-1 of the aglycon.Syntheses of the corresponding cellobiosides, previously suggested to be the phytotoxic compounds, are
