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Additional evidence for homoallenyl participation

✍ Scribed by Thomas L. Jacobs; Roger Macomber

Book ID
104240889
Publisher
Elsevier Science
Year
1967
Tongue
French
Weight
220 KB
Volume
8
Category
Article
ISSN
0040-4039

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✦ Synopsis

It wa8 recently reported(2) that a properly located allenyl system, , '(XX<, accelerated solvolysis more than a similarly located carbon-carbon double bond. Acetolysis of allenic brosylate Ia gave a first order rate constant (TABLE II) which was 19 times greater than that of 2,2-dimethyl-3-buten-l-y1 brosylate (3) and 5600 times that of 2,2-dimethyl-1-pentyl brosylate (4) .

Rearranged products IIa (77X), III8 (12X), and IVa (11%) were formed, and no products having the unrearranged carbon skeleton, such as acetate Va, were detected. It has also been reported that

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