The tuning of aldol/cyclization cascade reactions of glycine Schiff bases with 2-cyano benzaldehydes provides access to non-natural a-amino acid derivatives substituted alternatively with phthalides or isoindolinones, depending on the strength of the used base. Moreover, a preliminary screening of catalysts and conditions for development of asymmetric versions identified chiral bifunctional phase transfer catalysts as particularly promising, leading to the a-amino esters 3-substituted phthalides in high yields and good diastereo- and enantioselectivity.
Cascade reactions of glycine Schiff bases and chiral phase transfer catalysts in the synthesis of alpha-amino acids 3-substituted phthalides or isoindolinones
FILOSA, Rosanna;
2014
Abstract
The tuning of aldol/cyclization cascade reactions of glycine Schiff bases with 2-cyano benzaldehydes provides access to non-natural a-amino acid derivatives substituted alternatively with phthalides or isoindolinones, depending on the strength of the used base. Moreover, a preliminary screening of catalysts and conditions for development of asymmetric versions identified chiral bifunctional phase transfer catalysts as particularly promising, leading to the a-amino esters 3-substituted phthalides in high yields and good diastereo- and enantioselectivity.File in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
