68844-05-3Relevant articles and documents
Chiral Synthesis of 3-Substituted and 3,3-Disubstituted γ-Butyrolactones by Enantioselective Deprotonation Strategy
Honda, Toshio,Kimura, Nobuaki,Tsubuki, Masayoshi
, p. 1475 - 1478 (1993)
Chiral synthesis of 3-substituted and 3,3-disubstituted γ-butyrolactones was achieved by employing an enantioselctive deprotonation of the corresponding cyclobutanone derivatives with chiral bases as a key reaction.
Asymmetric Conjugate Addition of Chiral Secondary Borylalkyl Copper Species
Jang, Won Jun,Woo, Jeongkyu,Yun, Jaesook
supporting information, p. 4614 - 4618 (2021/01/18)
We report the diastereo- and enantioselective conjugate addition of chiral secondary borylalkyl copper species derived from borylalkenes in situ to α,β-unsaturated diesters. In the presence of a chiral bisphosphine-ligated CuH catalyst, the conjugate addition provides a direct access to enantioenriched alkylboron compounds containing two contiguous carbon stereogenic centers in good yield with high diastereo- and enantioselectivity (up to >98:2 dr, >99:1 er) by assembling readily available starting alkenyl reagents in a single operation without using preformed organometallic reagents or chiral auxiliaries. The resulting products were used in various organic transformations. The utility of the synthetic approach was highlighted by the synthesis of (?)-phaseolinic acid.
Investigation of a New Type I Baeyer–Villiger Monooxygenase from Amycolatopsis thermoflava Revealed High Thermodynamic but Limited Kinetic Stability
Mansouri, Hamid R.,Mihovilovic, Marko D.,Rudroff, Florian
, p. 971 - 977 (2020/01/22)
Baeyer–Villiger monooxygenases (BVMOs) are remarkable biocatalysts, but, due to their low stability, their application in industry is hampered. Thus, there is a high demand to expand on the diversity and increase the stability of this class of enzyme. Sta
Phosphothreonine (pThr)-Based Multifunctional Peptide Catalysis for Asymmetric Baeyer-Villiger Oxidations of Cyclobutanones
Featherston, Aaron L.,Shugrue, Christopher R.,Mercado, Brandon Q.,Miller, Scott J.
, p. 242 - 252 (2019/01/04)
Biologically inspired phosphothreonine (pThr)-embedded peptides that function as chiral Br?nsted acid catalysts for enantioselective Baeyer-Villiger oxidations (BV) of cyclobutanones with aqueous H2O2 are reported herein. Complementa