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• W2065172811 abstract "Abstract The ability of tetrachlorphthaloyl (TCP) sugars to act as glycosyl acceptors as well as the viability of TCP as a global amine protecting group in the syntheis of polyglucosamine natural products such as N-methyl-N-lipid nodulation factors have been examined. Disaccharides corresponding to the reducing end segments and the core region of the target nodulation factors were assembled from n-pentenlyl glycosides. TCP acceptors were successfully coupled with a variety of pentenyl glycosyl donors to produce β-(1→4) oligosaccharides in good yields. Model coupling reactions to produce trisaccharides provided clear evidence for the disarming effect of an ester at O3 on a C4-OH in the glycosyl acceptor. Also, a unique pentenyl donor, which contained the desired N-metyl-N-lipid moiety of the non-reducing end segments of the target compounds, was synthesized and its efficacy in a coupling reaction was tested." @default.
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• W2065172811 date "1997-12-01" @default.
• W2065172811 modified "2023-10-12" @default.
• W2065172811 title "TCP Building Blocks for Oligosaccharide Synthesis: Progress Towards the Synthesis of Nodulation Factors" @default.
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• W2065172811 doi "https://doi.org/10.1080/07328309708005758" @default.
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