Reactions of 3-O-acetyl-2-C-ρ-tolylsulfonyl-D-arabino- and -D-ribo-hex-1-enitol derivatives with nucleophiles; the SN2′ mechanism is proved firstly in glycal derivatives

DOI: 10.1016/S0040-4039(00)97461-6

Source and publish data:

Tetrahedron Letters p. 3749 - 3752 (1990)

Update date:2022-08-05

Topics:

Authors:

Sakakibara, Tohru

Takaib, Izumi

Yamamotok, Azuma

Iizuka, Hiroyuki

Hirasawa, Kohji

Ishido, Yoshiharu

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

Article abstract of DOI:10.1016/S0040-4039(00)97461-6

Reactions of the title compounds with sodium methoxide and sodium borodeuteride were found to proceed mainly via the S_N2′ mechanism; nucleophiles selectively attacked the anomeric carbon atom from the same side of the leaving acetoxyl group at C-3.

Full text of DOI:10.1016/S0040-4039(00)97461-6

Products guided by the article

Product name:methyl 4,6-O-benzylidene-2-deoxy-3-O-methyl-2C-p-methylsulfonyl-β-D-glucopyranoside

Cas No:129831-93-2

R&D Labs maybe for 129831-93-2

Allright GC (Jinan) Biotechnology Ltd.

website:https://www.argcbiotech.com/

Contact:86-18405413579-

Address: No.27566 of Jingshiroad, Huaiyin District, Jinan City(250011), Shandong Province, China.
Lian Xing Chemical Co.,Ltd.

Contact:0792-8228321

Address:10TH Floor No.121 binjiang Road Xunyang District
Weifang Jahwa Chemical Co.,Ltd

Contact:0086-536-8897731,8897730

Address:No.5166 East Dongfeng Street,Weifang,Shandong,China
Zhejiang Sucon Silicone Co.,Ltd

Contact:+86-575-88046692

Address:Qisheng Rd., Paojiang Industrial Zone, Shaoxing, Zhejiang, China.
uni source industries limited

Contact:86 21 3772 9386

Address:Rm.1803,Starry Bldg.1,1505 Meijiabang Road,Shanghai 201620 China

Relevant to this article

Diels-Alder reactions of nitrobenzofurans: A simple dibenzofuran Synthesis. Theoretical studies using DFT methods

Doi:10.1016/j.tetlet.2011.02.074
(2011)
Amodiaquine analogues containing NO-donor substructures: Synthesis and their preliminary evaluation as potential tools in the treatment of cerebral malaria

Doi:10.1016/j.ejmech.2011.02.029
(2011)
Self-Assembled Polymeric Pyridine Copper Catalysts for Huisgen Cycloaddition with Alkynes and Acetylene Gas: Application in Synthesis of Tazobactam

Doi:10.1021/acs.oprd.8b00429
(2019)
I₂O₅-Mediated Iodocyclization Cascade of N-(1-Arylallyl)pyridine-2-amines with Concomitant C=C Bond Cleavage: A Synthesis of 3-Iodoimidazo[1,2- a]pyridines

Doi:10.1021/acs.joc.9b00765
(2019)
A novel synthesis of the (2R,3S)-and (2S,3R)-3-amino-2-hydroxycarboxylic acid derivatives, the key components of a renin inhibitor and bestatin, from methyl (R)- and (S)-mandelate

Doi:10.1016/S0040-4039(00)89018-8
(1990)
A practical Ti-salen catalyst based on dimeric salen ligand for asymmetric addition of trimethylsilyl cyanide to aldehydes

Doi:10.1016/j.catcom.2011.04.022
(2011)

Article Doi