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).
Titolo: | Straightforward Enantioselective Access to γ‑Butyrolactones Bearing an All-Carbon β‑Quaternary Stereocenter |
Autori: | |
Data di pubblicazione: | 2014 |
Rivista: | |
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). |
Handle: | http://hdl.handle.net/11386/4456857 |
Appare nelle tipologie: | 1.1.2 Articolo su rivista con ISSN |
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