New route to 4,4,6,7-tetrasubstituted pentacyclo[6.3.0.02,6.03.10.05,9]undecanes

Add time:08/18/2019    Source:sciencedirect.com

The reactions of 3,6-dibromo-2,7-dioxotetracyclo[6.3.0.04,11.05,9]undecane with organomagnesium halides are investigated as a method of preparing unusual tetrasubstituted pentacycloundecanes (D3-trishomocubanes). The tetrasubstituted pentacycloundecanes have been characterized and product geometries confirmed by NMR and X-ray crystal structure analysis. Rel-(1R,2R,3S,4S,5R,6R,7S,8S,9R,10R)-4-hydroxy-4-phenyl-6-methyl-7-bromo-(D3)-trishomocubane (11) exhibits a sterically locked phenyl group with a rotation barrier > 17 kcal/mol which should make possible the preparation of stable rotational isomers with o- or m-substituted phenyl groups.

We also recommend Trading Suppliers and Manufacturers of 1-BROMO-11-PHENYL UNDECANE (cas 101025-08-5). Pls Click Website Link as below: cas 101025-08-5 suppliers

Prev:Synthesis of 2-hydroxy-3-methylbut-3-enyl substituted coumarins and xanthones as natural products. Application of the Schenck ene reaction of singlet oxygen with ortho-prenylphenol precursors
Next:megalomycin C (cas 101027-35-4), a macrolide antibiotic that blocks protein glycosylation and shows antiviral activity)