106347-76-6Relevant academic research and scientific papers
BICYCLOALKYLSILANES: NOUVELLE SYNTHESE ET REACTIVITE
Ahra, M.,Grignon-Dubois, M.,Dunogues, J.
, p. 15 - 22 (1984)
A new and competitive synthesis of bicyclotrimethylsilanes is reported, involving a facile and rapid process, and giving both endo and exo isomers.The behaviour of these species towrads acids (HCl, (AcOH)2BF3) has ben investigated.The stereochemist
Acetylation de trimethylsilyl bicyclo(n,1,0)alcanes : nouvelles syntheses de l'acetyl cyclohexene-2 et d'acetyl bicyclo(n,1,0)alcanes
Ahra, M.,Grignon-Dubois, M.
, p. 820 - 824 (2007/10/02)
Acetylation of trimethylsilyl bicyclo(n,1,0)alkanes was studied using the CH3COCl/AlCl3 complex.The results showed that both larger cycle size (n = 3, 4 or 6) and stereochemistry of the substrate (SiMe3 group in endo or exo position) played a prominent role in the orientation of the reaction : depending upon the starting products, either bicyclic or ethylenic and/or chloro ketones were formed.The results can be rationalized in terms of steric hindrance considerations.They allowed us to propose a new convenient synthesis of acetyl bicyclo(n,1,0)alkanes and also of 1-acetyl 2-cyclohexene.
