ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Investigations of Cyclopropane Compounds, XV1). - Solvolysis of cis- and trans-Bicyclo[4,1,0]hept-3-yl-tosylatescis- and trans-Bicyclo[4,1,0]hept-3-yl-tosylate (8b and 9b) solvolyze in an acetone/water mixture without detectable participation by the cyclopropane ring to afford a mixture consisting of cis- and trans-bicyclo[4,1,0]heptan-3-ol (8a and 9a) as well as bicyclo[4,1,0]heptan-2-ol (10). Thus the solvolytic behavior of cis-bicyclo[4,1,0]hept-3-yl-tosylate (8b) contrasts sharply with that of cis-bicyclo[3,1,0]-hex-3-yl-tosylate (6), the first compound for which homocyclopropyl participation was observed.
Notes:
cis- und trans-Bicyclo[4.1.0]hept-3-yl-tosylat (8b bzw. 9b) solvolysieren in Aceton/Wasser-Mischungen ohne merkliche Beteiligung des Cyclopropanringes zu Gemischen aus cis- und trans-Bicyclo[4.1.0]heptan-3-ol (8a bzw. 9a) sowie Bicyclo[4.1.0]heptan-2-ol (10). cis-Bicyclo-[4.1.0]hept-3-yl-tosylat (8b) unterscheidet sich damit charakteristisch vom cis-Bicyclo[3.1.0]-hex-3-yl-tosylat (6), der ersten Verbindung, an der eine Homocyclopropyl-Beteiligung beobachtet wurde.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.19727600103
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