A Potential Synthetic Intermediate of dl-Carnosic Acid
TLDR
The Birch reduction of 2,7-dimethoxy-3-isopropylnaphthalene (IIb) was made from IIa in five steps, followed by acid hydrolysis yielded the tetralone IIIa and the latter was carboxymethylated to IIIb by reaction with dimethyl carbonate and sodium hydride as mentioned in this paper.Abstract:
The Birch reduction of 2,7-dimethoxy-3-isopropylnaphthalene (IIb), which itself was made from IIa in five steps, followed by acid hydrolysis yielded the tetralone IIIa and the latter was carboxymethylated to IIIb by reaction with dimethyl carbonate and sodium hydride. Michael condensation of IIIb with methyl vinyl ketone yielded the unsaturated ketone IV. The tricyclic ketone IV on methylation followed by thioketalisation gave the thioketal IXa and the latter on Raney nickel desulfurisation yielded Ic.read more
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Reference EntryDOI
The Birch Reduction of Aromatic Compounds
TL;DR: Birch reduction as mentioned in this paper is an important method for the reduction of aromatic compounds by alkali metals in liquid ammonia, and it has been used extensively for the synthesis of a wide variety of organic compounds.
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Partial Reduction of Enones, Styrenes and Related Systems
Ehud Keinan,Noam Greenspoon +1 more
TL;DR: The number of available methods for partial reduction of unsaturated carbonyls is overwhelmingly greater than the number of known methods for polyene reduction, and a review of the available methods can be found in this paper.
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A One-pot Synthesis of 6-Isopropyl-7-methoxy-1-tetralone and 6-Isopropyl-7-methoxy-2-tetralone
Elvia V. Cabrera,Ariana C. Gil,José Ortega,Liadis Bedoya,Jennifer L. Sanchez,Ajoy K. Banerjee +5 more
TL;DR: The present article describes for the first time a short approach for the tetralones 2 and 4 in high yields, which would be useful for the scaleup preparation of the previously mentioned and related natural products.
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Synthesis of Bioactive Diterpenes
TL;DR: A review of the literature dealing with the synthesis of some bioactive diterpenes can be found in this article, where the authors describe the biological activity and synthesis of only four diterphenes: pisiferic acid, carnosic acid and triptolide and miltirone.
Journal ArticleDOI
A potential synthetic intermediate of dl-carnosic acid
TL;DR: The Birch reduction of 2,7-dimethoxy-3-isopropylnaphthalene (IIb) was made from IIa in five steps, followed by acid hydrolysis yielded the tetralone IIIa and the latter was carboxymethylated to IIIb by reaction with dimethyl carbonate and sodium hydride.
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Chemical Artifacts from the Family Labiatae
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The preparation and spectral studies of a series of cyclic β-ketoesters☆
TL;DR: In this paper, the spectral properties of 2-Carbethoxycyclanones of ring size 5-12 and 15 and their C-methyl derivatives have been studied in the U.S. and I.R. spectral regions.
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