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Cyclohepta[De]Naphthalenes And The Rearranged Abietane Framework Of Microstegiol Via Nicholas Reaction Chemistry, Rafiq A. Taj, Anusha Abhayawardhana, James R. Green

Chemistry and Biochemistry Publications

Nicholas reactions on 2,7-dioxygenated naphthalenes give C-1 monosubstitution and C-1/C-8 disubstitution in most cases. From gamma-carbonyl cation monocondensation product 3b or alkyne-unsubstituted dicondensation product 4a, cyclohepta[de]naphthalenes bearing no substituents, gem-dimethyl substituents, and a ketone function, and the rearranged abietane framework of microstegiol may be prepared.