1,2-O-trichloroethylidene acetal group protected 3,5-dieno-1,4-furanose derivatives

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Tarih

2003

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Elsevier Sci Ltd

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

The preparation of 3.5-(E)-dieno-3,5,6.8-tetracdeoxy-(S)-1,2-O-trichloroethylidene-octo-1,4-furano-7-ulose starting from either 1,2-O(S)-trichloroethylidene-alpha-D-glucofuranose (beta-chloralose) or 1,2-O-(S)-trichloroethylidene-alpha-D-galactofuranose (galactochloralose) and the preparation of methyl 3,5-(E)-dieno-3,5,6-trideoxy-(S)-1,2-O-trichloroethylidene-alpha-D-glycero-hepta-1,4-furano-uronate starting from beta-chloralose are described. Endocyclic double bond formations were realised by the elimination of 3-acetoxy groups using DMF-sodium bicarbonate. This elimination was not successful when the starting compound was 1.2-O-(R)-trichloroethlylidene-alpha-D-glucofuranose (alpha-chloralose), where the trichloromethyl group occupies the endo position. (C) 2003 Elsevier Ltd. All rights reserved.

Açıklama

Anahtar Kelimeler

cyclic acetals, trichloroethylidene acetals, chloralose, unsaturated sugar derivatives

Kaynak

Carbohydrate Research

WoS Q Değeri

Q1

Scopus Q Değeri

Q2

Cilt

338

Sayı

19

Künye