Synthesis of polycyclic naphthols and naphthalenes via tandem Ti(Oi-Pr)4-promoted photoenolization Diels–Alder reaction and aromatization
Literature Information
Publication Date
2021-01-04
DOI
10.1039/D0QO01346C
Impact Factor
5.281
Authors
Xiao-Long Lu, Baochao Yang, Haibing He
View Original
Abstract
An efficient approach to naphthol and naphthalene scaffolds has been developed using a sequence involving tandem Ti(Oi-Pr)4-promoted photoenolization Diels–Alder (PEDA) and aromatization reactions. Starting with photoenolizable ortho-tolualdehyde derived dienes, the sequence using sterically hindered cyclohexenone and cyclopentenone dienophiles construct naphthol- and naphthalene-fused polycyclic products, respectively. The strategy was successfully utilized to synthesize the core skeletons of the bioactive marine natural products garveatin C and exiguaquinol.
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Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
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(1R)-3-Bromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
CAS Number:
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Molecular Formula:
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Molecular Formula:
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Molecular Formula:
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