## Electrophile (bromine, iodine, mercuric acetate, mercuric trifluoroacetate, phenylselenyl chloride)-mediated cyclization of 6-0-benzyl-1,2-dideoxy-3,4-0isopropylidene-D-ribo-hex-l-enitol (2) led exclusively to l-substituted derivatives of 2,5-anhydro-6-0-benzyl-3,4-O-isopropylidene-D-altro-hex
Notiz über die Synthese von 1,2;4,5-Di-O-isopropyliden-3-O-methyl-1,2-didehydro-D-arabino-hexitol
✍ Scribed by Klemer, Almuth ;Balkau, Dietmar
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 1977
- Weight
- 178 KB
- Volume
- 1977
- Category
- Article
- ISSN
- 0074-4617
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✦ Synopsis
Abstract
Aus 1,2;4,5‐Di‐O‐isopropyliden‐3‐O‐methyl‐β‐D‐fructopyranose (1) wird mit n‐Butyllithium 1,2;4,5‐Di‐O‐isopropyliden‐3‐O‐methyl‐1,2‐didehydro‐D‐arabino‐hexitol (2) erhalten.
📜 SIMILAR VOLUMES
The molecule is a derivative of the naturally occurring carbohydrate D-fNCtOSe. The data reported here indicate that the ketose six-membered ring is constrained by the presence of two fused five-membered rings into the 3So conformation. These findings agree with the n.m.r.-spectroscopic results for
The publisher regrets that Scheme 1 was omitted from the above Paper. (1) Scheme 1 on page 86 of the above Paper should be changed to the following: (2) The formulae at the top of page 90 should be numbered 25 and 26, respectively.
## Abstract Die Reaktion von Methyl‐2.3‐__O__‐isopropyliden‐**4**‐__O__‐mesyl‐α‐L‐rhamnosid (**1**) mit Natriumazid führt vorwiegend zum Methyl‐2.3‐__O__‐isopropyliden‐5‐azido‐5.6‐didesoxy‐α‐L‐talofuranosid (**4e**). Nach Reduktion und Acetylierung ist auch Methyl‐2.3‐__O__‐isopropyliden‐5‐acetamin