ISSN:
0947-3440
Keywords:
Ozonides, functionalized
;
Substitutions
;
Alcohols
;
Aldehydes
;
Synthetic methods
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Substitution of 3-chloro-3,5-bis(chloromethyl)-5-methyl-1,2,4-trioxolane (3) with allyl alcohol gave the corresponding diastereomeric allyloxy-substituted ozonides 4, which were converted into diozonides 7 by ozone treatment. Substitutions of 3 with ethanediol or with 1,3-propanediol gave the corresponding hydroxyalkoxy-substituted ozonides 8, 14, which were oxidized to the corresponding aldehydes 10, 16. Reaction of 3,5-dichloro-3,5-bis(chloromethyl)-1,2,4-trioxolane (1a) with ethanediol gave the corresponding bis(hydroxy)-substituted ozonide 19 as well as a bicyclic ozonide 18 by reaction of 1a with ethanediol in a ratio of 1:1.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719971225
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