Opening epoxide in acid

[JustwantDDS]

opening epoxide in acid-- attacks the most substituted side, but is this the only one that the product is inverted

w/base opening is it inverted?

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[Demps]

yes inversion takes place. OH and substituents being add is in anti

 

[jmukid]

In an acid attack the most substituted carbon on the epoxide and in base attack the least substituted carbon in epoxide