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ChemInform Abstract: Synthesis and Structure Elucidation of 8-Methyl- and 9-Methyl-exo-2- carbomethoxy-endo-tricyclo(5.2.1.02,6)deca-3,8-dien-5-ones.

โœ Scribed by S. C. SURI; A. C. CABRERA; E. J. WUCHERER; S. L. RODGERS

Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
28
Category
Article
ISSN
0931-7597

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โœฆ Synopsis

Synthesis and Structure Elucidation of 8-Methyl-and 9-Methylexo-2-carbomethoxy-endo-tricyclo(5.2.1.02,6)deca-3,8-dien-5-ones. -The unseparable mixture of 1-and 2-methyl-tetrahydro-1,4-methanonaphthalenediones (I) and (II), resp., obtained by thermal cracking of methylcyclopentadiene dimer and trapping of the formed methylcyclopentadienes with p-benzoquinone, is chemically transformed into separable methyl-substituted tricyclodecadienones (VI)-(VIII) (no yields given). The structure and stereochemistry of the title compounds (VII) and (VIII) is elucidated by spectroscopic methods and chemical transformations.

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ChemInform Abstract: Asymmetric Desymmet
ChemInform Abstract: Asymmetric Desymmetrization of a Pseudo-meso endo-Tricyclo(5.2.1.02,6) deca-4,8-dien-3-one by Chiral Amines.
โœ F. J. A. D. BAKKEREN; N. G. RAMESH; D. DE GROOT; A. J. H. KLUNDER; B. ZWANENBURG ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 30 KB

## Asymmetric Desymmetrization of a Pseudo-meso endo-Tricyclo(5.2.1.02,6) deca-4,8-dien-3-one by Chiral Amines. -The title compound (I) undergoes a dynamic kinetic resolution to enaminones (III) applying prolinol or its methyl ether as chiral mediators. Reductive elimination of the chiral auxilia