The hydronaphthacene ring system consists of five fused
Chapter 16, Problem 16.73(choose chapter or problem)
The hydronaphthacene ring system consists of five fused sixmembered rings, as shown below in compounds 3 and 4. One method for construction of this ring system involves treatment of compound 1 with a Fischer carbene such as 2. Two diastereomeric products are obtained, 3 and 4, differing only in the configuration at one chirality center (Tetrahedron Lett. 2011, 52, 41824185). Explain how you could distinguish these two products using only 13C NMR. CHO SiMe3 SiMe3 OMe Cr(CO)5 ( )2 Me3Si Me3Si OH H H 1 2 3 - (R) 4 - (S) O O
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