✦ LIBER ✦

Acetylated 1-cyano and 1-cyano-2-hydroxy derivatives of d-galactal and d-arabinal

✍ Scribed by László Somsák

Book ID: 102991284
Publisher: Elsevier Science
Year: 1989
Tongue: English
Weight: 129 KB
Volume: 195
Category: Article
ISSN: 0008-6215
DOI: 10.1016/0008-6215(89)85101-8

No coin nor oath required. For personal study only.

✦ Synopsis

Glycals and 2-hydroxyglycals' are useful compounds because of their versatile reactivity, and l-nitro-2, l-sulfonyl-3, l-formyl-, and l-hydroxymethyl-glycals4 have been described.

In seeking to prepare 1-cyanoglycals, 2,3,4,6-tetra-O-acetyl-l-bromo-Dgalactopyranosyl cyanide (1) and its D-arabino analogue5 (5) were each treated with zinc dust in acetic acid. The glycosyl cyanides 2 and 6 and their C-l epimers, respectively, were isolated subsequently by crystallization from ethanoF, but the yields were poor. 'H-N.m.r spectroscopy of the reaction mixtures revealed the presence of the expected 1-cyanoglycals in addition to the glycosyl cyanides, and the ratios of the elimination products and the a! and /3 anomers were 21: 59:20 from 1 and 55: 25 :20 from 5. Chromatography of the components of these mixtures was not efficient because of the similar R, values,

📜 SIMILAR VOLUMES

Preparation of amidine derivatives from

Preparation of amidine derivatives from 1-cyano-d-galactal

✍ László Somsák 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 269 KB

Recently we described [3] the transformation of the cyano group of several 1cyanoglycals [1,2] into various heterocycles in order to test them as glycosidase inhibitors. 1-Cyano-D-galactal triacetate (1) was also used by Banaszek for the synthesis

Heterocyclization of 2-chloro-1-cyano-1-

Heterocyclization of 2-chloro-1-cyano-1-diethoxyphosphoryl-2-trifluoromethylethylene and 2-chloro-2-chlorodifluoromethyl-1-cyano-1-diethoxyphosphorylethylene

✍ A. F. Shidlovskii; A. S. Peregudov; B. B. Averkiev; M. Yu. Antipin; N. D. Chkani 📂 Article 📅 2004 🏛 Springer 🌐 English ⚖ 520 KB

Heterocyclization of 2-Chloro-1-cyano-1-

Heterocyclization of 2-Chloro-1-cyano-1-diethoxyphosphoryl-2-trifluoromethylethylene and 2-Chloro-2-chlorodifluoromethyl-1-cyano-1-diethoxyphosphorylethylene.

✍ A. F. Shidlovskii; A. S. Peregudov; B. B. Averkiev; M. Yu. Antipin; N. D. Chkani 📂 Article 📅 2005 🏛 John Wiley and Sons ⚖ 25 KB

Synthesis and some derivatives of 2-cyan

Synthesis and some derivatives of 2-cyano-1,3-cyclohexanediones

✍ A. A. Akhrem; A. M. Moiseenkov; A. Ya. Strakov; M. B. Andaburskaya 📂 Article 📅 1973 🏛 Springer 🌐 English ⚖ 478 KB

Synthesis, properties and crosslinking o

Synthesis, properties and crosslinking of unsaturated cyano-substituted homo- and copolyesters prepared from 1-hydroxy-4-(2-cyano-2- carboxyvinyl) benzene

✍ John A. Mikroyannidis 📂 Article 📅 1995 🏛 Elsevier Science 🌐 English ⚖ 579 KB

Two Nitriles Derived from 2,3,4,6-Tetra-

Two Nitriles Derived from 2,3,4,6-Tetra- O -acetyl-α-D-glucopyranosyl Bromide. A 2-Cyano-2-methyl-1,3-dioxolane Derivative

✍ Coxon, Bruce.; Fletcher, Hewitt G. 📂 Article 📅 1963 🏛 American Chemical Society 🌐 English ⚖ 913 KB