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A Practical Synthesis of Bicyclo[3.3.1]nonan-9-one

✍ Scribed by Taeschler, C.; Sorensen, T. S.

Book ID: 120529461
Publisher: American Chemical Society
Year: 1998
Tongue: English
Weight: 45 KB
Volume: 63
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo980506o

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ChemInform Abstract: A Practical Synthes

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A Practical Synthesis of Bicyclo[3.3.1]nonan-9-one. -A new protocol for the synthesis of title compound (VII) is presented. It uses inexpensive and readily available reagents, involves no purification of intermediates and can be carried through on a ≈20 g product scale in 47% yield. -(TAESCHLER,

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Lanthanide shift reagents have been used for the conformational analysis of bicyclo[3.3.1]nonan-g-one. Comparison of predicted shifts and experimental values obtained with Eu(fod)3 indicate that the boat-chair conformation constitutes 22% of the mixture of conformers. Bicyclo[3.3.l]nonane (1) and it

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The title compound has been synthesized stereoselectively based on a new methodology for the construction of erythro-1,3-diols. Endo-1,3-dimethyl-2,9-dioxabicyclo[3.3.1]nonane (11, first isolated by Heemann and Francke in 1976 from Norway spruce attacked by the ambrosia beetle (Tgypodendron Lineatum