34857-28-8Relevant articles and documents
Alkylmetal Asymmetric Reduction. 10. Reaction of β-Branched Alkylaluminum Halides with Isopropyl Phenyl Ketone
Giacomelli, Giampaolo,Lardicci, Luciano
, p. 3116 - 3119 (1981)
The reaction of isobutylaluminum halides with isopropyl phenyl ketone has been studied in diethyl ether at 0 deg C.It has been shown that the diisobutylaluminum halides rapidly reduce the ketone to the corresponding carbinol, while the sesquihalides and t
Amino Acid-Functionalized Metal-Organic Frameworks for Asymmetric Base–Metal Catalysis
Newar, Rajashree,Akhtar, Naved,Antil, Neha,Kumar, Ajay,Shukla, Sakshi,Begum, Wahida,Manna, Kuntal
, p. 10964 - 10970 (2021/03/29)
We report a strategy to develop heterogeneous single-site enantioselective catalysts based on naturally occurring amino acids and earth-abundant metals for eco-friendly asymmetric catalysis. The grafting of amino acids within the pores of a metal-organic framework (MOF), followed by post-synthetic metalation with iron precursor, affords highly active and enantioselective (>99 % ee for 10 examples) catalysts for hydrosilylation and hydroboration of carbonyl compounds. Impressively, the MOF-Fe catalyst displayed high turnover numbers of up to 10 000 and was recycled and reused more than 15 times without diminishing the enantioselectivity. MOF-Fe displayed much higher activity and enantioselectivity than its homogeneous control catalyst, likely due to the formation of robust single-site catalyst in the MOF through site-isolation.
Enantioselective α-Arylation of Primary Alcohols under Sequential One-Pot Catalysis
Aleksandrova, Maiia,Dydio, Pawe?,Lainer, Bruno,Lichosyt, Dawid
, p. 9253 - 9262 (2021/06/30)
Secondary benzylic alcohols and diarylmethanols are common structural motifs of biologically active and medicinally relevant compounds. Here we report their enantioselective synthesis by α-arylation of primary aliphatic and benzylic alcohols under sequential catalysis integrating a Ru-catalyzed hydrogen transfer oxidation and a Ru-catalyzed nucleophilic addition. The method can be applied to various alcohols and aryl nucleophiles tolerating a range of functional groups, including secondary alcohols, ketones, alkenes, esters, NH amides, tertiary amines, aryl halides, and heterocycles.