An enantioselective one-pot aldol/lactonization sequence has been developed to access highly challenging γ- butyrolactones bearing an all-carbon quaternary stereocenter at the β-position by reacting acylated succinic esters with aqueous formaldehyde in the presence of 3 mol % loading of a cinchona alkaloid-derived squaramide providing direct access to paraconic acid derivatives in high yield and fairly good level of enantioselectivity (up to 88% ee).

Straightforward Enantioselective Access to γ‑Butyrolactones Bearing an All-Carbon β‑Quaternary Stereocenter

MENINNO, SARA;FUOCO, TIZIANA;TEDESCO, Consiglia;LATTANZI, Alessandra
2014

Abstract

An enantioselective one-pot aldol/lactonization sequence has been developed to access highly challenging γ- butyrolactones bearing an all-carbon quaternary stereocenter at the β-position by reacting acylated succinic esters with aqueous formaldehyde in the presence of 3 mol % loading of a cinchona alkaloid-derived squaramide providing direct access to paraconic acid derivatives in high yield and fairly good level of enantioselectivity (up to 88% ee).
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11386/4456857
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