Solvent-controlled diastereoselectivity in tryptophan-catalyzed Mannich reactions
نویسندگان
چکیده
منابع مشابه
Pipecolic acid-catalyzed direct asymmetric mannich reactions.
Mannich reactions between aldehydes and N-p-methoxyphenyl-protected alpha-imino ethyl glyoxylate have been performed using (S)-pipecolic acid as catalyst. The reactions give both syn- and anti-products (dr=1.4-2:1) with high enantioselectivities (>98% ee). In contrast, (S)-proline-catalyzed reactions give mainly syn-products with high enantioselectivities. Computational studies reveal that the ...
متن کاملAsymmetric aldol reactions catalyzed by tryptophan in water.
Tryptophan was shown to be able to catalyze direct aldol reactions between various cyclic ketones and aromatic aldehydes in water with high enantioselectivity.
متن کاملSolvent effects in acid-catalyzed biomass conversion reactions.
Reaction kinetics were studied to quantify the effects of polar aprotic organic solvents on the acid-catalyzed conversion of xylose into furfural. A solvent of particular importance is γ-valerolactone (GVL), which leads to significant increases in reaction rates compared to water in addition to increased product selectivity. GVL has similar effects on the kinetics for the dehydration of 1,2-pro...
متن کاملMicrowave-assisted enzyme-catalyzed reactions in various solvent systems.
The work describes the accelerated enzymatic digestion of several proteins in various solvent systems under microwave irradiation. The tryptic fragments of the proteins were analyzed by matrix-assisted laser desorption/ionization mass spectrometry. Under the influence of rapid microwave heating, these enzymatic reactions can proceed in a solvent such as chloroform, which, under traditional dige...
متن کاملOrganocatalysed asymmetric Mannich reactions.
The asymmetric Mannich reaction ranks among the most potent enantioselective and diastereoselective C-C-bond forming reactions. In recent years, organocatalysed versions of asymmetric Mannich processes have been increasingly reported and used in a rapidly growing number of applications. This tutorial review provides an overview of the recent history of the asymmetric organocatalysed Mannich rea...
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: Asymmetric Catalysis
سال: 2015
ISSN: 2300-4630
DOI: 10.1515/asorg-2015-0001