Regioselective Intramolecular Carbon-Hydrogen Insertion in Copper-Catalyzed Carbenoid Decompositions of cis-1-Methyl-3-Arylcyclohexane-1-Diazomethyl Ketones : Some Synthetic Applications |
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Authors: | Sephali Chakrabarty Jayanta K Ray Debabrata Mukherjee Usha R Ghatak |
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Institution: | Department of Organic Chemistry , Indian Association for the Cultivation of Science , Jadavpur, Calcutta, 700032, India |
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Abstract: | Recently, we have developed1 a new route for the stereo-specific introduction of an angular carboxyl or functionalized methyl groups2 in a rigid hydrophenanthrene moiety. The key step in this approach is a regioselective intramolecular α-keto carbenoid insertion across the benzylic C-H bond (at C-4a) in CuSO4-catalyzed thermal decomposition of the diazoketones | |
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