On the Decarbonmonoxylation Reaction

W. E. von Doering; Milton Farber; Milon Sprecher; Kenneth B. Wiberg

doi:10.1021/ja01132a013

On the Decarbonmonoxylation Reaction

W. E. von Doering, Milton Farber, Milon Sprecher, Kenneth B. Wiberg

Columbia University

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

Optically active methylethylisobutylacetaldehyde, bicyclo[2.2.2]octane-2-carboxaldehyde and apocamphane-1-carboxaldehyde have been decarbonmonoxylated to the corresponding hydrocarbons. From these events, it is concluded that an alkyl free radical is incapable of sustaining optical activity, is not prone to rearrangement and is not of prohibitively high energy when situated in a bridgehead.

Original language	English
Pages (from-to)	3000-3001
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	74
Issue number	12
DOIs	https://doi.org/10.1021/ja01132a013
State	Published - 1 Jun 1952
Externally published	Yes

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abstract = "Optically active methylethylisobutylacetaldehyde, bicyclo[2.2.2]octane-2-carboxaldehyde and apocamphane-1-carboxaldehyde have been decarbonmonoxylated to the corresponding hydrocarbons. From these events, it is concluded that an alkyl free radical is incapable of sustaining optical activity, is not prone to rearrangement and is not of prohibitively high energy when situated in a bridgehead.",

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On the Decarbonmonoxylation Reaction

Abstract

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