Efficient synthesis of d-xylo and d-ribo-phytosphingosines from methyl 2-amino-2-deoxy-β-d-hexopyranosides
Publication type: Journal Article
Publication date: 2009-11-01
scimago Q3
wos Q2
SJR: 0.423
CiteScore: 4.0
Impact factor: 2.5
ISSN: 00086215, 1873426X
PubMed ID:
19766990
Organic Chemistry
Biochemistry
General Medicine
Analytical Chemistry
Abstract
A general and flexible synthetic approach to biologically important 5,6-unsaturated C(18)-phytosphingosines was developed via olefin cross-metathesis employing truncated C(6)-phytosphingosines as the key intermediates. These were efficiently prepared in high yields by zinc-mediated reductive opening of methyl 2-amino-2-deoxy-beta-hexopyranosides. [structure: see text]
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Cai Y., Ling C., BUNDLE D. R. Efficient synthesis of d-xylo and d-ribo-phytosphingosines from methyl 2-amino-2-deoxy-β-d-hexopyranosides // Carbohydrate Research. 2009. Vol. 344. No. 16. pp. 2120-2126.
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Cai Y., Ling C., BUNDLE D. R. Efficient synthesis of d-xylo and d-ribo-phytosphingosines from methyl 2-amino-2-deoxy-β-d-hexopyranosides // Carbohydrate Research. 2009. Vol. 344. No. 16. pp. 2120-2126.
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RIS
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TY - JOUR
DO - 10.1016/j.carres.2009.07.007
UR - https://doi.org/10.1016/j.carres.2009.07.007
TI - Efficient synthesis of d-xylo and d-ribo-phytosphingosines from methyl 2-amino-2-deoxy-β-d-hexopyranosides
T2 - Carbohydrate Research
AU - Cai, Ye
AU - Ling, Chang-Chun
AU - BUNDLE, DAVID R.
PY - 2009
DA - 2009/11/01
PB - Elsevier
SP - 2120-2126
IS - 16
VL - 344
PMID - 19766990
SN - 0008-6215
SN - 1873-426X
ER -
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BibTex (up to 50 authors)
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@article{2009_Cai,
author = {Ye Cai and Chang-Chun Ling and DAVID R. BUNDLE},
title = {Efficient synthesis of d-xylo and d-ribo-phytosphingosines from methyl 2-amino-2-deoxy-β-d-hexopyranosides},
journal = {Carbohydrate Research},
year = {2009},
volume = {344},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.carres.2009.07.007},
number = {16},
pages = {2120--2126},
doi = {10.1016/j.carres.2009.07.007}
}
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MLA
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Cai, Ye, et al. “Efficient synthesis of d-xylo and d-ribo-phytosphingosines from methyl 2-amino-2-deoxy-β-d-hexopyranosides.” Carbohydrate Research, vol. 344, no. 16, Nov. 2009, pp. 2120-2126. https://doi.org/10.1016/j.carres.2009.07.007.