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ChemInform Abstract: The First Stereoselective Palladium-Catalyzed Cyclocarbonylation of β,γ-Substituted Allylic Alcohols.

✍ Scribed by M. BRUNNER; H. ALPER

Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

The First Stereoselective Palladium-Catalyzed Cyclocarbonylation of β,γ-Substituted Allylic Alcohols.

-A catalytic method allowing the synthesis of α,β-substituted-γ-butyrolactones from the title alcohols in modest to good yields is presented. In most cases, this transformation occurs with complete stereoselectivity since (E)-allylic alcohols are exclusively converted into the trans-lactones. Depending on the structure of the allylic alcohol, alkenes or carboxylic acids can be formed in a side reaction which became in some cases, e.g. for (X) and (XIII), the main reaction pathway. -(BRUNNER,

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