98944-82-2Relevant academic research and scientific papers
Soft Enolization of 3-Substituted Cycloalkanones Exhibits Significantly Improved Regiocontrol vs Hard Enolization Conditions
Dwulet, Natalie C.,Ramella, Vincenzo,Vanderwal, Christopher D.
, p. 9616 - 9619 (2021/12/17)
Soft enolization conditions are revealed to be markedly better than the typically applied hard enolization protocols for regioselective enoxysilane formation from unsymmetrical 3-substituted cycloalkanones. Five-, six-, and seven-membered cycloalkanones each with 3-methyl, 3-isopropyl, or 3-phenyl substituents were investigated, and in all but one case, regioselectivities were ≥11:1 for enolization away from the substituent. These results are complementary to the regiospecific enoxysilane formation derived from cycloalkenone conjugate addition/enolate silylation.
Synergistic Cu-amine catalysis for the enantioselective synthesis of chiral cyclohexenones
Quintard,Rodriguez
supporting information, p. 9523 - 9526 (2015/06/08)
An unprecedented utilization of 1,3-acetonedicarboxylic acid as a 1,3-bis-pro-nucleophile and a reactive acetone surrogate in enantioselective catalysis has been reported. By synergistically activating the ketodiacid by copper catalysis and an α,β-unsatur
