/ Home
/ SUBMISSION

/ The BJOC
/ Diamond Open Access
/ Journal Statistics
/ Editorial Board
/ Community
/ Call for papers

/ Latest Articles
/ Most accessed
/ Thematic issues
/ Volumes
/ Authors

/ Alerts

/ TWITTER
/ LINKEDIN
/ Mastodon
/ RSS FEED

Empty search

Article Type

Publication Date Range

Search Tips

This search combines search strings from the content search (i.e. "Full Text", "Author", "Title", "Abstract", or "Keywords") with "Article Type" and "Publication Date Range" using the AND operator.

Search Examples

aromatic	the word “aromatic”
aromatic aldehyde	the word “aromatic” OR “aldehyde”
+aromatic +aldehyde	both words “aromatic” AND “aldehyde”
+aromatic -aldehyde	the word “aromatic” but NOT “aldehyde”
“aromatic aldehyde”	the exact phrase “aromatic aldehyde”
benz*	words which begin with “benz”, such as “benzene” or “benzyl”
benz*yl	words that begin with “benz” and end with “yl”, such as “benzyl” or “benzoyl”
benzyl~	words that are close to the word “benzyl”, such as “benzoyl” (i.e., fuzzy search)

Search results

Search for "mild promoters" in Full Text gives 2 result(s) in Beilstein Journal of Organic Chemistry.

Preactivation-based chemoselective glycosylations: A powerful strategy for oligosaccharide assembly

Weizhun Yang,
Bo Yang,
Sherif Ramadan and
Xuefei Huang

Beilstein J. Org. Chem. 2017, 13, 2094–2114, doi:10.3762/bjoc.13.207

transformations commonly encountered in building block preparation [41]. At the same time, mild promoters are available for thioglycoside activation. The anomeric reactivities of thioglycosides towards glycosylation can be significantly influenced by the protective groups on the glycan ring as well as the size

PDF

Graphical Abstract

Scheme 1: a) Traditional glycosylation typically employs the premixed approach with both the donor and the ac...

Jump to Scheme 1

Scheme 2: Glycosylation of an unreactive substrate. Reagents and conditions: (a) Tf₂O, −78 °C, CH₂Cl₂ (DCM), ...

Jump to Scheme 2

Scheme 3: Bromoglycoside-mediated glycosylation.

Jump to Scheme 3

Scheme 4: Glycosyl bromide-mediated selenoglycosyl donor-based iterative glycosylation. Reagents and conditio...

Jump to Scheme 4

Scheme 5: Preactivation-based glycosylation using 2-pyridyl glycosyl donors.

Jump to Scheme 5

Scheme 6: Chemoselective dehydrative glycosylation. Reagents and conditions: (a) Ph₂SO, Tf₂O, 2-chloropyridin...

Jump to Scheme 6

Figure 1: Representative structures of products formed by the preactivation-based dehydrative glycosylation o...

Jump to Figure 1

Scheme 7: Possible mechanism for the dehydrative glycosylation. (a) Formation of diphenyl sulfide bis(triflat...

Jump to Scheme 7

Scheme 8: Chemoselective iterative dehydrative glycosylation. Reagents and conditions: (a) Ph₂SO, Tf₂O, 2,4,6...

Jump to Scheme 8

Scheme 9: Chemoselective iterative dehydrative glycosylation. Reagents and conditions: (a) Ph₂SO, Tf₂O, −40 °...

Jump to Scheme 9

Scheme 10: Chemical synthesis of a hyaluronic acid (HA) trimer 47. Reagents and conditions: (a) Ph₂SO, TTBP, CH...

Jump to Scheme 10

Figure 2: Retrosynthetic analysis of pentasaccharide 48.

Jump to Figure 2

Scheme 11: Effects of anomeric leaving groups on glycosylation outcomes. Reagents and conditions: (a) Ph₂SO, Tf...

Jump to Scheme 11

Scheme 12: Reactivity-based one-pot chemoselective glycosylation.

Jump to Scheme 12

Scheme 13: Preactivation-based iterative glycosylation of thioglycosides.

Jump to Scheme 13

Scheme 14: BSP/Tf₂O promoted synthesis of 75.

Jump to Scheme 14

Scheme 15: Proposed mechanism for preactivation-based glycosylation strategy.

Jump to Scheme 15

Figure 3: The preactivations of glycosyl donors 83, 85 and 87 were investigated by low temperature NMR, which...

Jump to Figure 3

Scheme 16: The more electron-rich glycosyl donor 91 gave a higher glycosylation yield than the glycosyl donor ...

Jump to Scheme 16

Scheme 17: Comparison of the BSP/Tf₂O and p-TolSCl/AgOTf promoter systems in facilitating the preactivation-ba...

Jump to Scheme 17

Scheme 18: One-pot synthesis of Globo-H hexasaccharide 105 using building blocks 101, 102, 103 and 104.

Jump to Scheme 18

Scheme 19: Synthesis of (a) oligosaccharides 109–113 towards (b) 30-mer galactan 115. Reagents and conditions:...

Jump to Scheme 19

Figure 4: Structure of mycobacterial arabinogalactan 116.

Jump to Figure 4

Figure 5: Representative complex glycans from glycolipid family synthesized by the preactivation-based thiogl...

Jump to Figure 5

Figure 6: Representative microbial and mammalian oligosaccharides synthesized by the preactivation-based thio...

Jump to Figure 6

Figure 7: Some representative mammalian oligosaccharides synthesized by the preactivation-based thioglycoside...

Jump to Figure 7

Figure 8: Preparation of a heparan sulfate oligosaccharides library.

Jump to Figure 8

Scheme 20: Synthesis of oligo-glucosamines through electrochemical promoted preactivation-based thioglycoside ...

Jump to Scheme 20

Scheme 21: Synthesis of 2-deoxyglucosides through preactivation. Reagents and conditions: a) AgOTf, p-TolSCl, ...

Jump to Scheme 21

Scheme 22: Synthesis of tetrasaccharide 153. Reagents and conditions: (a) AgOTf, p-TolSCl, CH₂Cl₂, −78 °C; the...

Jump to Scheme 22

Scheme 23: Aglycon transfer from a thioglycosyl acceptor to an activated donor can occur during preactivation-...

Jump to Scheme 23

Album

Review

Published 09 Oct 2017

Full text

A selective and mild glycosylation method of natural phenolic alcohols

Mária Mastihubová and
Monika Poláková

Beilstein J. Org. Chem. 2016, 12, 524–530, doi:10.3762/bjoc.12.51

to the stereoselective glycoside synthesis. The final products were obtained by conventional Zemplén deacetylation. Keywords: diastereoselectivity; p-hydroxyphenylalkyl glycosides; mild promoters; natural products; 1,2-trans-glycosylation; Introduction Arylalkyl (substituted benzyl, phenethyl and

PDF