Acid-catalysed Rearrangement of Tetracyclo[4.3.0.02, 9.04, 8]nonane Skeleton to Substituted Brendane Derivatives (CROSBI ID 125477)
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Podaci o odgovornosti
Mlinarić-Majerski, Kata ; Kragol, Goran ; Šindler-Kulyk, Marija ; Pavlović, Dražen
engleski
Acid-catalysed Rearrangement of Tetracyclo[4.3.0.02, 9.04, 8]nonane Skeleton to Substituted Brendane Derivatives
The synthesis of 2-exo-Substituted brendene derivatives 3a, 5a and 6 as well as 2, 5-Disupstituted brendene derivative 7 is described, starting from the readily available tetracyclo-nonanone 1. The cationic rearragenment reactions of tetracycylic skeleton of 1 and 2 have been studied. The mechanism of these reactions is discussed. The preparation of inaccessible exo-alcohol 2a by reduction of ketone 1 is presented.
2-exo-Substituted brendene derivatives; 2; 5-Disupstituted brendene derivatives; Cyclopropylcarbinyl cation
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