Organocatalytic Enantioselective Michael Additions of Malonates to 2-Cyclopentenone

textversion:authorThe Michael reaction of a dialkyl malonate with a cyclic enone using a chiral diamine-acid combination catalyst gave the desired Michael adduct in high yield with excellent enantiomeric excess in a protic solvent such as methanol and ethanol. The methanol molecule participates in a proton relay system in which the dialkyl malonate is activated through hydrogen bonding to afford the Michael adduct with excellent enantioselectivity

Organocatalytic Enantioselective Michael Additions of Malonates to 2-Cyclopentenone

The Michael reaction of a dialkyl malonate with a cyclic enone using a chiral diamine-acid combination catalyst gave the desired Michael adduct in high yield with excellent enantiomeric excess in a protic solvent such as methanol and ethanol. The methanol molecule participates in a proton relay system in which the dialkyl malonate is activated through hydrogen bonding to afford the Michael adduct with excellent enantioselectivity.autho

Fluorogenic aldehydes bearing arylethynyl groups: turn-on aldol reaction sensors for evaluation of organocatalysis in DMSO

NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron Letters.Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document.Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, Volume 55, Issue 11, 12 March 2014. DOI 10.1016/j.tetlet.2014.02.007autho