A Peptide-Embedded Trifluoromethyl Ketone Catalyst for Enantioselective Epoxidation
نویسندگان
چکیده
منابع مشابه
Function-Oriented Investigations of a Peptide-Based Catalyst that Mediates Enantioselective Allylic Alcohol Epoxidation.
We detail an investigation of a peptide-based catalyst 6 that is effective for the site- (>100:1:1) and enantioselective epoxidation (86% ee) of farnesol. Studies of the substrate scope exhibited by the catalyst are included, along with an exploration of optimized reaction conditions. Mechanistic studies are reported, including relative rate determinations for the catalyst and propionic acid, a...
متن کاملA Highly Diastereoselective and Enantioselective Phase-Transfer Catalyzed Epoxidation of β-Trifluoromethyl-β,β-disubstituted Enones with H2O2
Trifluoromethylated organic compounds, especially chiral quaternary alcohols bearing trifluoromethyl group are of important intermediates in drugs, agrochemicals and etc.An efficient epoxidation of β-CF3-β,β-disubstituted unsaturated ketones (6) has been developed with environmental benign hydrogen peroxide as the oxidant and F5-substituted chiral qua...
متن کاملA unique binaphthyl strapped iron-porphyrin catalyst for the enantioselective epoxidation of terminal olefins.
A new chiral binaphthyl-strapped iron-porphyrin 4 b that exhibits unprecedented catalytic activity toward the enantioselective epoxidation of terminal olefins was synthesized. Typical enantiomeric excesses (ee) of 90 % were measured with a maximum of 97 % for the epoxidation of styrene, whereas the turnover numbers (TON) averaged 16000.
متن کاملA metal-organic framework material that functions as an enantioselective catalyst for olefin epoxidation.
A new microporous metal-organic framework compound featuring chiral (salen)Mn struts is highly effective as an asymmetric catalyst for olefin epoxidation, yielding enantiomeric excesses that rival those of the free molecular analogue. Framework confinement of the manganese salen entity enhances catalyst stability, imparts substrate size selectivity, and permits catalyst separation and reuse.
متن کاملHeterogenization of Ketone Catalyst for Epoxidation by Low Pressure Plasma Fluorination of Silica Gel Supports.
Low pressure plasma was used for preparing heterogeneous organocatalysts 2-(A)-(C) suitable for dioxirane-mediated epoxidations. Heterogenization was accomplished by adsorption of the methyl perfluoroheptyl ketone (2) on fluorinated supports (A)-(C) deriving from the treatment of commercial C₈-silica gel in low pressure plasma fed with fluorocarbons. Catalyst 2-(C) proved to be the most efficie...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Organic Letters
سال: 2012
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol3000712