From Sugar Allyltin Derivatives to Chiral Dienoaldehydes and Trienoates1 |
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| Authors: | Elżbieta Kozlowska Slawomir Jarosz |
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| Institution: | Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224, Warszawa, Poland |
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| Abstract: | Abstract Sugar dialdoses 5, 9, 15, and 16 were converted into allyltin derivatives 4, 12, 13, and 14, in yields of 35–47% respectively. Treatment of 4, 12, and 13 with a mild Lewis acid (ZnCl2) in methylene chloride caused rearrangement to appropriate dienoaldehydes 1, 19, and 20 which were converted into trienes 2, 21, and 22, respectively, by reaction with Ph3P═CHCO2Me. |
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