Oxazoline donors

Mohan, H, Gemma, E, Ruda, K, Oscarson, S, Efficient synthesis of spacer-linked dimers of A-acetyllactosamine using microwave-assisted pyridinium triflate-promoted glycosylations with oxazoline donors, Synlett, 1255-1256, 2003. 

Glycosylation using oxazoline donors is rather slow and requires extended reflux heating, because of their low reactivity. Microwave activation seemed likely to be an appropriate technique because reaction time should be reduced quite drastically, hopefully with increased yield, because of the formation of fewer byproducts. 

Oscarson et al. [75] performed easy and efBcient synthesis of spacer-linked dimers of N-acetyllactosamine from the corresponding oxazoline donor 97, by applying pyridinium triflate as promoter combined with microwave heating. Compared with the promoter pyridinium p-toluenesulfonate, previously proven to be more effective than other sulfonates [76], the triflate salt increased the yield of dimers 100 by more than 30%. Microwave irradiation reduced the reaction time... 

Synthesis of alternating DA oligomers from oxazoline donor by transglycosylation with chitinase from S. marcescens, Streptomyces griseus, and Bacillus sp. 

Fairbanks, A.J. (2011) Endohex-osaminidase catalysed glycosylation with oxazoline donors the development of robust biocatalytic methods for synthesis of defined homogeneous gjycoconjugates. C.R. Chim., 14, 44-58. 

Phosphino-oxazoline)copper complex 28 was found by Helmchen et al. to be an excellent Diels-Alder catalyst [37] (Scheme 1.47, Table 1.20). The nitrogen atom acts as an electron-donating ligand, whereas phosphorus is a cr-donor-Tt-acceptor ligand. The copper complex of this phosphino-oxazoline ligand is therefore expected to have... 

The readily available oxazolines (L19) are used in the cross-coupling of arylboronic acids with aryl bromides, including nonactivated ones in the system (Pd(OAc)2/L, Cs2C03, dioxane, 80 °C). It is notable that the system works well at 1 1 Pd L ratio.442 A simple sulfide complex showed similar activity (PdCl2(SEt2)2, K3P04, DMF, 130°C).18 A series of bidentate N,N-donor ligands... 

Oxazoline glycosyl donors are generally prepared from the corresponding 2-acylamido-2-deoxyglycosides by the activation of the C-l leaving group using an... 

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