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Synthesis of (+)-2,8-dihydroxyethyl-1,4,7,10-tetraoxaspiro[5.5]undecane from (R)-4-hydroxymethyl-2,2-dimethyl-1,3-dioxane

✍ Scribed by Sandrine Sauret-Cladière; Georges Jeminet


Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
488 KB
Volume
8
Category
Article
ISSN
0957-4166

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✦ Synopsis


Selective transformations of diethyl (R)-malate afforded (R)-4-hydroxymethyl-2,2-dimethyl-l,3-dioxane 7 in reasonable yield. Subsequent synthesis of (2S,6R,8S)-2,8dihydroxyethyl-1,4,7,10-tetraoxaspiro[5.5]undecane 11 was achieved using precursor 7.


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## Abstract 3,9‐Bis(7‐carbomethoxyheptyl)‐2,4,8,10‐tetraoxaspiro[5.5]undecane (the pentaerythritol acetal of methyl azelaaldehydate) was found to undergo condensation polymerization with diamines to give linear polymers, either alone or in conjunction with dimethyl azelate. These novel, linear poly