ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Acetolysis of 3,3,8,8-tetramethyl-cyclodecyl p-toluenesulfonate yields 3,3,8,8-tetramethyl-trans-cyclodecene-(1) (6), 4,4,9,9-tetramethyl-cis-cyclodecene-(1) (4), and 4,4,9,9-tetramethyl-trans-cyclodecene-(1) (5). In each case 12 to 13 per cent of the product involves transannular hydride shifts. The rate constant k25 = 4,35 · 10-5 s-1 is approximately the same as for cyclodecyl p-toluenesulfonate. The reaction is discussed in terms of conformational analysis.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19680510723
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