ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Carbenes Derived from Bicyclo[3.3.0]octaneBicyclo[3.3.o]octane derivatives with divalent carbon in position 2 show little tendency to undergo intramolecular insertion with formation of tricyclo[3.2.1.02,8]octane derivatives. The tosylhydrazone of 2-bicyclo[3.3.0]octanone (1) yields predominantly 2-bicyclo[3.3.0]octene (2). the tosylhydrazone 7 of 10 bicyclo[3.3.0]octene-4-one prefer intermolecular reactions 9formation of ether) and affords less than 10% fo 4-tricyclo[3.2.1.02,8] octene (8).
Notes:
Carbene der Bicyclo[33.30]octan-Reihe mit zweibindigem Kohlenstoff in 2-Stellung zeigen geringe Neigung zu intramolekularer Einschiebung unter Bildung von Tricyclo[3.2.1.02.8]-octan-Derivaten. Aus Bicyclo[3.3.0]octanon-(2)-tosylhydrazon (1) entsteht bei alkalisch thermischer Spaltung vorwiegend Bicyclo[3.3.0]octen-(2) (2). Bicyclo[3.3.0]octen-(1)-on(4) tosylhydrazon (7) weicht auf intermolekulare Reaktionen (äther-Bildung) aus und liefert maximal 10% Tricyclo[3.2.1.02.8]octen-(4) (8).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.19697260107
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