The concise and convergent total syntheses of (+)- and (-)-Fumimycin have been achieved by taking advantage of strategies for the asymmetric aza-Friedel-Crafts reaction of a highly substituted hydroquinone and N-fumaryl ketimine generated from the corresponding dehydroalanine. The enantiomerically pure natural product and its enantiomer were prepared in seven steps and 22% overall yield by employing both enantiomers of a BINOL-derived chiral phosphoric acid (CPA) catalyst.

Concise and Convergent Enantioselective Total Syntheses of (+)- and (-)-Fumimycin

Retini, Michele
Methodology
;
Bartolucci, Silvia
Validation
;
Bartoccini, Francesca
Supervision
;
Mari, Michele
Membro del Collaboration Group
;
Piersanti, Giovanni
Writing – Original Draft Preparation
2019

Abstract

The concise and convergent total syntheses of (+)- and (-)-Fumimycin have been achieved by taking advantage of strategies for the asymmetric aza-Friedel-Crafts reaction of a highly substituted hydroquinone and N-fumaryl ketimine generated from the corresponding dehydroalanine. The enantiomerically pure natural product and its enantiomer were prepared in seven steps and 22% overall yield by employing both enantiomers of a BINOL-derived chiral phosphoric acid (CPA) catalyst.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11576/2670851
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