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First intramolecular geminal acylation: synthesis of bridged bicyclic diketones

โœ Scribed by Angela N Blanchard; D.Jean Burnell

Book ID
104230916
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
62 KB
Volume
42
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Bicyclic diketones have been produced by Lewis acid-promoted geminal acylations involving cyclic acyloins tethered to an acetal. This intramolecular process must proceed via a mode of reaction which, due to steric hindrance, is not seen in the intermolecular version of the geminal acylation.

๐Ÿ“œ SIMILAR VOLUMES

The Synthesis of Strained Methylene-brid
The Synthesis of Strained Methylene-bridged Bicyclic Olefins by the Intramolecular Wittig Reaction
โœ Konrad B. Becker ๐Ÿ“‚ Article ๐Ÿ“… 1977 ๐Ÿ› John Wiley and Sons ๐ŸŒ German โš– 800 KB

## Abstract A convenient synthesis of the strained methyleneโ€bridged __trans__โ€cyclooctenes bicyclo[3.3.1]โ€1 (2)โ€nonene **(1)**, bicyclo[4.2.1]โ€1(8)โ€nonene **(2)**, and bicyclo[4.2.1]โ€1(2)โ€nonene **(3)** by the intramolecular __Wittig__ reaction is described (see __Schemes 1โ€“4__). The (3โ€oxocycloal