Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides

S. U. Hansen; C. E Dalton; M. Baráth; G. Kwan; J. Raftery; Gordon C Jayson; G. J. Miller; J. M. Gardiner

doi:10.1021/jo502776f

Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides

S. U. Hansen
, C. E Dalton
, M. Baráth
, G. Kwan
, J. Raftery
, Gordon C Jayson
, G. J. Miller
, J. M. Gardiner

Division of Cancer Sciences (L5)

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

Original language	English
Pages (from-to)	3777-3789
Number of pages	12
Journal	The Journal of organic chemistry
Volume	80
DOIs	https://doi.org/10.1021/jo502776f
Publication status	Published - 2015

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10.1021/jo502776f

CCDC 1015480: Experimental Crystal Structure Determination
Hansen, S. U. (Contributor), Dalton, C. E. (Contributor), Baráth, M. (Contributor), Kwan, G. (Contributor), Raftery, J. (Contributor), Jayson, G. (Contributor), Miller, G. J. (Contributor) & Gardiner, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2015
DOI: 10.5517/cc132pf9, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc132pf9&sid=DataCite
Dataset
CCDC 1015479: Experimental Crystal Structure Determination
Hansen, S. U. (Contributor), Dalton, C. E. (Contributor), Baráth, M. (Contributor), Kwan, G. (Contributor), Raftery, J. (Contributor), Jayson, G. (Contributor), Miller, G. J. (Contributor) & Gardiner, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2015
DOI: 10.5517/cc132pd8, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc132pd8&sid=DataCite
Dataset
CCDC 1015478: Experimental Crystal Structure Determination
Hansen, S. U. (Contributor), Dalton, C. E. (Contributor), Baráth, M. (Contributor), Kwan, G. (Contributor), Raftery, J. (Contributor), Jayson, G. (Contributor), Miller, G. J. (Contributor) & Gardiner, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2015
DOI: 10.5517/cc132pc7, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc132pc7&sid=DataCite
Dataset

Cite this

Hansen, S. U., Dalton, C. E., Baráth, M., Kwan, G., Raftery, J., Jayson, G. C., Miller, G. J., & Gardiner, J. M. (2015). Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides. The Journal of organic chemistry, 80, 3777-3789. https://doi.org/10.1021/jo502776f

@article{f3e60e235f0b45398cace3da97c7b2ff,

title = "Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides",

author = "Hansen, \{S. U.\} and Dalton, \{C. E\} and M. Bar{\'a}th and G. Kwan and J. Raftery and Jayson, \{Gordon C\} and Miller, \{G. J.\} and Gardiner, \{J. M.\}",

note = "via SI",

year = "2015",

doi = "10.1021/jo502776f",

language = "English",

volume = "80",

pages = "3777--3789",

journal = "The Journal of organic chemistry",

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publisher = "American Chemical Society",

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Hansen, SU, Dalton, CE, Baráth, M, Kwan, G, Raftery, J, Jayson, GC, Miller, GJ & Gardiner, JM 2015, 'Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides', The Journal of organic chemistry, vol. 80, pp. 3777-3789. https://doi.org/10.1021/jo502776f

Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides. / Hansen, S. U.; Dalton, C. E; Baráth, M. et al.
In: The Journal of organic chemistry, Vol. 80, 2015, p. 3777-3789.

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

TY - JOUR

T1 - Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides

AU - Hansen, S. U.

AU - Dalton, C. E

AU - Baráth, M.

AU - Kwan, G.

AU - Raftery, J.

AU - Jayson, Gordon C

AU - Miller, G. J.

AU - Gardiner, J. M.

N1 - via SI

PY - 2015

Y1 - 2015

U2 - 10.1021/jo502776f

DO - 10.1021/jo502776f

M3 - Article

C2 - 25646641

SN - 0022-3263

VL - 80

SP - 3777

EP - 3789

JO - The Journal of organic chemistry

JF - The Journal of organic chemistry

ER -

Hansen SU, Dalton CE, Baráth M, Kwan G, Raftery J, Jayson GC et al. Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides. The Journal of organic chemistry. 2015;80:3777-3789. doi: 10.1021/jo502776f

Synthesis of L‐iduronic acid derivatives via [3.2.1] and [2.2.2] L‐iduronic lactones from bulk glucose-derived cyanohydrin hydrolysis: A reversible conformationally-switched superdisarmed/rearmed lactone route to heparin disaccharides

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Datasets

CCDC 1015480: Experimental Crystal Structure Determination

CCDC 1015479: Experimental Crystal Structure Determination

CCDC 1015478: Experimental Crystal Structure Determination

Cite this