Chemoselective glycosylations (part 1): Differences in size of anomeric leaving groups can be exploited in chemoselective glycosylations

Geert Jan Boons; Richard Geurtsen; Duncan Holmes

doi:10.1016/0040-4039(95)01222-4

Chemoselective glycosylations (part 1): Differences in size of anomeric leaving groups can be exploited in chemoselective glycosylations

Geert Jan Boons^*, Richard Geurtsen, Duncan Holmes

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

We have developed a novel chemoselective glycosylation strategy. This glycosylation strategy is based on the fact that the glycosyl reactivity of an anomeric thiol group can be control by the bulkiness of this group whereby we have produced a new range of differentially reactive coupling substrates. The new approach will enable complex oligosaccharides of biological importance to be prepared in a highly convergent manner.

Original language	English
Pages (from-to)	6325-6328
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	35
DOIs	https://doi.org/10.1016/0040-4039(95)01222-4
Publication status	Published - 28 Aug 1995
Externally published	Yes

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title = "Chemoselective glycosylations (part 1): Differences in size of anomeric leaving groups can be exploited in chemoselective glycosylations",

abstract = "We have developed a novel chemoselective glycosylation strategy. This glycosylation strategy is based on the fact that the glycosyl reactivity of an anomeric thiol group can be control by the bulkiness of this group whereby we have produced a new range of differentially reactive coupling substrates. The new approach will enable complex oligosaccharides of biological importance to be prepared in a highly convergent manner.",

author = "Boons, {Geert Jan} and Richard Geurtsen and Duncan Holmes",

year = "1995",

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doi = "10.1016/0040-4039(95)01222-4",

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T1 - Chemoselective glycosylations (part 1)

T2 - Differences in size of anomeric leaving groups can be exploited in chemoselective glycosylations

AU - Boons, Geert Jan

AU - Geurtsen, Richard

AU - Holmes, Duncan

PY - 1995/8/28

Y1 - 1995/8/28

N2 - We have developed a novel chemoselective glycosylation strategy. This glycosylation strategy is based on the fact that the glycosyl reactivity of an anomeric thiol group can be control by the bulkiness of this group whereby we have produced a new range of differentially reactive coupling substrates. The new approach will enable complex oligosaccharides of biological importance to be prepared in a highly convergent manner.

AB - We have developed a novel chemoselective glycosylation strategy. This glycosylation strategy is based on the fact that the glycosyl reactivity of an anomeric thiol group can be control by the bulkiness of this group whereby we have produced a new range of differentially reactive coupling substrates. The new approach will enable complex oligosaccharides of biological importance to be prepared in a highly convergent manner.

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U2 - 10.1016/0040-4039(95)01222-4

DO - 10.1016/0040-4039(95)01222-4

M3 - Article

AN - SCOPUS:0029116046

SN - 0040-4039

VL - 36

SP - 6325

EP - 6328

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 35

ER -

Chemoselective glycosylations (part 1): Differences in size of anomeric leaving groups can be exploited in chemoselective glycosylations

Abstract

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