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4 article(s) from Yang, Bo

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

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

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

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Scheme 3: Bromoglycoside-mediated glycosylation.

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

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

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

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

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

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

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

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

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Figure 2: Retrosynthetic analysis of pentasaccharide 48.

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

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

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Scheme 13: Preactivation-based iterative glycosylation of thioglycosides.

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Scheme 14: BSP/Tf₂O promoted synthesis of 75.

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

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

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

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

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

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

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Figure 4: Structure of mycobacterial arabinogalactan 116.

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

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

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

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Figure 8: Preparation of a heparan sulfate oligosaccharides library.

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

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

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

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

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Review

Published 09 Oct 2017

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Effect of the π-conjugation length on the properties and photovoltaic performance of A–π–D–π–A type oligothiophenes with a 4,8-bis(thienyl)benzo[1,2-b:4,5-b′]dithiophene core

Ni Yin,
Lilei Wang,
Yi Lin,
Jinduo Yi,
Lingpeng Yan,
Junyan Dou,
Hai-Bo Yang,
Xin Zhao and
Chang-Qi Ma

Beilstein J. Org. Chem. 2016, 12, 1788–1797, doi:10.3762/bjoc.12.169

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Scheme 1: Synthetic route to compounds 1–4 with BDT core. Reagents and conditions: i) [Pd₂(dba)₃]·CHCl₃, HP(t-...

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Figure 1: UV−vis absorption spectra of COOP-nHT-TBDTs 1–4 (a) in chloroform solution (5.0 × 10⁻⁵ mol·L^-1) and...

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Figure 2: (a) Cyclic voltammograms of 1–4 measured in CH₂Cl₂ solution (1.0 × 10⁻³ mol·L⁻¹) with 0.1 mol·L⁻¹ Bu...

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Figure 3: (a) J–V curves of the best COOP-nHT-TBDT:PC₆₁BM solar cells; (b) EQE spectra of the corresponding c...

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Figure 4: AFM height images of COOP-nHT-TBDT:PC61BM blended films: (a) 1, 1:0.6 (w/w); (b) 2, 1:0.6 (w/w); (c...

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Figure 5: J–V curves of COOP-nHT-TBDT:PC₆₁BM-based hole-only devices.

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Figure 6: (a) V_OC, (b) J_SC, (c) FF, and (d) PCE decay of the COOP-nHT-TBDT:PC₆₁BM solar cells. Note all these...

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Full Research Paper

Published 10 Aug 2016

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One-pot synthesis of tetracyclic fused imidazo[1,2-a]pyridines via a three-component reaction

Bo Yang,
Chuanye Tao,
Taofeng Shao,
Jianxian Gong and
Chao Che

Beilstein J. Org. Chem. 2016, 12, 1487–1492, doi:10.3762/bjoc.12.145

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Scheme 1: MCR to polycyclic fused imidazo[1,2-a]pyridine derivatives.

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Figure 1: Syntheses of imidazo[1,2-a]pyridine derivatives. Reaction conditions: 2 (1.35 mmol), 3 (1 mmol), 4 ...

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Figure 2: Mechanistic rationale for the MCR [36].

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Letter

Published 18 Jul 2016

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Synthesis and characterization of Sant-75 derivatives as Hedgehog-pathway inhibitors

Chao Che,
Song Li,
Bo Yang,
Shengchang Xin,
Zhixiong Yu,
Taofeng Shao,
Chuanye Tao,
Shuo Lin and
Zhen Yang

Beilstein J. Org. Chem. 2012, 8, 841–849, doi:10.3762/bjoc.8.94

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Figure 1: Structures of Smo antagonists and agonists.

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Scheme 1: General synthetic route for Sant-75. Reagents and conditions: (a) Pd(PPh₃)₄, PhMe, Na₂CO₃, H₂O, 85 ...

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Scheme 2: Substituent-modifications on the motif A. Reagents and conditions: (a) CH₂Cl₂, Et₃N; (b) CH₂Cl₂, TF...

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Scheme 3: Substituent-modifications on the motif A. Reagents and conditions: (a) (i) FeCl₃, Zn, H₂O, DMF, 100...

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Scheme 4: Core modification on the motif A. Reagents and conditions: (a) BOP, DIEA, DMF; (b) CH₂Cl₂, TFA.

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Figure 2: Core modification on the motif B.

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Scheme 5: Synthesis of key intermediate biaryl aldehydes. Reagents and conditions: (a) Pd(OAc)₂, PPh₃, 1,4-di...

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Scheme 6: Chemical modifications on the motif C. Reagents and conditions: (a) Pd(OAc)₂, PPh₃, 1,4-dioxane, Na₂...

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Scheme 7: Chemical modifications on the motif D. Reagents and conditions: (a) R²COCl, CH₂Cl₂.

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Full Research Paper

Published 06 Jun 2012

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