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The mechanism of the intramolecular aldol response consists of development of a important enolate intermediate accompanied by an intramolecular nucleophilic addition course of action. 1st, hydroxide abstracts the α-hydrogen on the terminal carbon to form the enolate.
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From the syn-selective reactions, both equally enolization strategies provide the Z enolate, as expected; even so, the stereochemical outcome of your response is managed get more info through the methyl stereocenter, instead of the chirality with the oxazolidinone.
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The reaction involving an aldehyde/ketone and an aromatic carbonyl compound lacking an alpha-hydrogen (cross aldol condensation) is called the Claisen-Schmidt condensation. This reaction is named immediately after two of its pioneering investigators Rainer Ludwig Claisen and J.
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The response is believed to commence by using six-membered, titanium-sure transition states, analogous on the proposed transition states to the Evans auxiliary. Take note: the construction of sparteine revealed beneath is lacking a N atom.