1370022-11-9Relevant academic research and scientific papers
Straightforward enantioselective access to γ-butyrolactones bearing an all-carbon β-quaternary stereocenter
Meninno, Sara,Fuoco, Tiziana,Tedesco, Consiglia,Lattanzi, Alessandra
, p. 4746 - 4749 (2015/04/27)
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).
Enantioselective organic anhydride reactions
-
, (2013/09/26)
Disclosed herein is enantioselective synthetic method comprising reacting an enolisable C4-C50 organic anhydride with a second compound selected from the group consisting of an aldehyde, a ketone, an aldimine, a ketimine or a Michael Acceptor in the presence of a bifunctional organocatalyst. The reaction may find particular utility in the enantioselective synthesis of medicinally relevant heterocycles, such as dihydroisocoumarins and dihydroisoquinolinones.
ENANTIOSELECTIVE ORGANIC ANHYDRIDE REACTIONS
-
Page/Page column, (2013/09/26)
Disclosed herein is enantioselective synthetic method comprising reacting an enolisable C4-C50 organic anhydride with a second compound selected from the group consisting of an aldehyde, a ketone, an aldimine, a ketimine or a Michael Acceptor in the presence of a bifunctional organocatalyst. The reaction may find particular utility in the enantioselective synthesis of medicinally relevant heterocycles, such as dihydroisocoumarins and dihydroisoquinolinones.
A catalytic asymmetric reaction involving enolizable anhydrides
Cornaggia, Claudio,Manoni, Francesco,Torrente, Esther,Tallon, Sean,Connon, Stephen J.
, p. 1850 - 1853 (2012/06/16)
In the presence of a highly efficient novel bifunctional organocatalyst at low loadings under mild conditions, enolizable homophthalic anhydrides can be added to a range of aromatic and aliphatic aldehydes to give dihydroisocoumarins, with excellent yields and diastereo-and enantiocontrol (up to 99% ee).
