ISSN:
0947-3440
Keywords:
Valence isomerization
;
Diazoketons
;
Cycloadditions
;
Steric hindrance
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Small Rings, 87. - Search for Alternative Routes to Tetra-tert-butyltetrahedrane; Synthesis of Sterically Overcrowded MoleculesKetene 3 can be isomerized to triclopentanone 2 by treatment with silica gel. Thus, the yield of tetrahedrane 5, which is formed upon irradiation of 2, has been improved. On the other hand, diazoketone 10 cannot be used as a precursor for 2. This failure is due to steric hindrance. For the same reason cyclobutadiene 4 is a very poor candidate for Diels-Alder cycloadditions.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199519950121
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