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Berti Olefination
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Abstract
The reaction for preparing olefin via the pyrolysis of methyl sulfites of aliphatic or alicyclic alcohols is generally referred to as Berti olefination. This reaction has been found to follow a
trans
pyrolytic elimination mechanism. Different from the pyrolysis of other esters of alcohol (via the quasi six‐membered ring transition sate), the Berti olefination is evidenced to undergo a nonconcerted mechanism with the heterolysis of the carbon‐oxygen bond, yielding ion pairs followed by direct proton loss or a 1,2‐hydride shift and subsequent proton loss from the cationic species.
Title: Berti Olefination
Description:
Abstract
The reaction for preparing olefin via the pyrolysis of methyl sulfites of aliphatic or alicyclic alcohols is generally referred to as Berti olefination.
This reaction has been found to follow a
trans
pyrolytic elimination mechanism.
Different from the pyrolysis of other esters of alcohol (via the quasi six‐membered ring transition sate), the Berti olefination is evidenced to undergo a nonconcerted mechanism with the heterolysis of the carbon‐oxygen bond, yielding ion pairs followed by direct proton loss or a 1,2‐hydride shift and subsequent proton loss from the cationic species.
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