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Hydrozirconation/oxidation of internal olefins a simple synthesis of triacontanol

โœ Scribed by Thomas Gibson

Book ID
104220273
Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
130 KB
Volume
23
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Hydrozirconation of internal olefins followed by oxidation with anhydrous t-butyl hydroperoxide generates primary alcohols in good yields and high purity.

Recent interest in 1-triacontanol as a potential plant growth stimulant1 has prompted numerous reports of synthesis of this compound.2n3p4

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Orthoesters are converted to acetals nhen treated with GrignaM reagents (1.2). Surprisingly very Little work has been reported on reactions with lithium reagents. We have found that alkyllithium reagents react with several ort&esters to give internal olefins. For example, addition of I to butyllithi