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The high-pressure reaction of 2,5-dimethylfuran with 2,3-0-isopropylidene-d-glyceraldehyde

✍ Scribed by Janusz Jurczak; Stanisław Pikul

Book ID
104203762
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
469 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis

The asmtric high-pressure reaction of 2,5-dimethylfuran (I) with 2,3_O_leopropyl~dene-Pslycersldehyde (3 and chemical transformation of the resulting product 2 to 2-deoxy-ppentitol derivatives (13, l4. and 15> are described.

Recently,

we have described2 a high-pressure reaction between 2,5-dimethylfuran (u and activated compounds of type 2. (e.g. RIM2Et), which leads to products of general structure 3 corresponding to formal electrophillc substitution at the methyl group of the heteroaromatic system (Scheme 1).

📜 SIMILAR VOLUMES

The chemistry of O-silylated ketene acet
The chemistry of O-silylated ketene acetals; diastereoselective Aldol reaction of 2,3-O-isopropylidene-D (and L)-glyceraldehydes leading to 2-deoxy-D (and L)-riboses
✍ Yasuyuki Kita; Hitoshi Yasuda; Osamu Tamura; Fumio Itoh; Yuan Ke Ya; Yasumitsu T 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 236 KB

Diastereoselective carbon-carbon bond forming reaction of 2,3-O-isopropylidene-D (and L)-glyceraldehydes (D and L-2) with ketene silyl acetals (la,b) occurred in acetonitrile under mild conditions to give the-corresponding anti-P-siloxyesters (D and L-3a) as major products, which could be converted