Chemistry of oxo-sugars (1). Rearrangement of 2-oxoglycosides in pyridine: Evidence of intramolecular hydride shift

DOI: 10.1248/cpb.40.1975

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 1975 - 1977 (1992)

Update date:2022-08-04

Topics:

Authors:

Tsuda Tsuda

Liu Liu

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1248/cpb.40.1975

Methyl α- and β-D-arabinohexopyranosid-2-uloses rearranged, in pyridine, into methyl α- and β-D-ribohexopyranosid-3-uloses through intermediacy of methyl α- and β-D-arabinohexopyranosid-3-uloses, respectively, indicating that an intramolecular hydride shift is the initial reaction for rearrangement of 2-oxoglycosides.

Full text of DOI:10.1248/cpb.40.1975

NII-Electronic Library Service

Products guided by the article

Product name:(2R,4aR,6S,7R,8S,8aS)-7-Benzyloxymethoxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Cas No:145525-79-7

R&D Labs maybe for 145525-79-7

Shanghai Dynamic Industrial Co.,Ltd.

website:http://www.shdynamic.com

Contact:86-021 3392 6680

Address:Room 805 Information Tower, No.1403 Minsheng Road, Pudong New Area, Shanghai 200135, P. R. China
King Brother Chem Co., Ltd

website:http://www.uvchemkeys.com

Contact:0086-021-58785816

Address:RM2607 Building No.1 Guosheng, Lane 388, Zhongjiang Road, Putuo District, Shanghai 200062 China
Jiangsu Jiuri Chemical Co.,Ltd.

Contact:+86-519-82118868

Address:Tianwang Town, Jurong City, Jiangsu Province, China
Hangzhou Donglou Bio-nutrient Co., Ltd.

Contact:+86-571-82225795,13967112289

Address:Louta Town, Xiaoshan,Hangzhou,Zhejiang
Wuhan Better Organic Technology Inc.

Contact:13307163183

Address:Wuhan Economic&Technology Development Zone, Hubei

Relevant to this article

Total synthesis of attenols A and B

Doi:10.1016/j.tetlet.2013.08.043
(2013)
Singlet oxygen in synthesis. Oxazoles as carbonyl 1,1-dipole synthons

Doi:10.1016/S0040-4039(00)60874-2
(1992)
Catecholamine-protein conjugates: Isolation of an adduct of N-acetylhistidine to the side chain of N-acetyldopamine from an insect-enzyme catalyzed reaction

Doi:10.1016/S0040-4039(00)92150-6
(1991)
Diversity-oriented synthesis of spiro-oxindole-based 2,5-dihydropyrroles via three-component cycloadditions and evaluation on their cytotoxicity

Doi:10.1039/c3ra40874d
(2013)
Doi:10.1016/S0008-6215(00)81111-8
(1967)
Generating Active L-Pd(0) via Neutral or Cationic π-Allylpalladium Complexes Featuring Biaryl/Bipyrazolylphosphines: Synthetic, Mechanistic, and Structure-Activity Studies in Challenging Cross-Coupling Reactions

Doi:10.1021/acs.joc.5b01005
(2015)

Article Doi