135711-19-2Relevant academic research and scientific papers
Green Regio- and Enantioselective Aminolysis Catalyzed by Graphite and Graphene Oxide under Solvent-Free Conditions
Acocella, Maria Rosaria,D'Urso, Luciana,Maggio, Mario,Guerra, Gaetano
, p. 1915 - 1920 (2016/07/06)
The ring-opening reactions of epoxides with amines were efficiently and regioselectively catalyzed by high-surface-area graphite and graphene oxide under metal-free and solvent-free conditions. For epoxides without aryl groups, catalytic activity was observed only for graphene oxide, and hence, the activity must have been due to its acidic groups. For styrene oxide, instead, graphite and graphene oxide exhibited rather similar catalytic activities, and hence, the activity was mainly due to activation of the electrophilic epoxide by π-stacking interactions with the graphitic π system. The described aminolysis procedure is green and cheap because the catalyst can be recovered and recycled without loss of efficiency. Moreover, these heterogeneous catalysts exert high stereoselective control in the presence of nonracemic epoxides and provide chiral β-amino alcohols with enantiomeric excess values up to 99 %.
A new method for stereoselective oxidation of chiral 2-pyrrolidino-1- ethanol derivatives to oxazolopyrrolidines using trimethylamine-N-oxide in the presence of iron carbonyls
Pearson, Anthony J.,Kwak, Yoonhyun
, p. 3407 - 3410 (2007/10/03)
Chiral 2-pyrrolidino-1-ethanol derivatives were oxidatively cyclized to the corresponding oxazolopyrrolidines, with excellent stereoselectivity by treatment with excess Me3NO in the presence of 20% of an iron carbonyl complex.
Two expedient methods for the preparation of chiral diamines
De Sousa, Simon E.,O'Brien, Peter,Poumellec, Pierre
, p. 1483 - 1492 (2007/10/03)
A study on the development of methodology for the synthesis of chiral diamines is reported. Two synthetic approaches are described both of which involve the generation and subsequent reaction of aziridinium ions. One of the methods is a one-pot preparatio
Two useful methods for the preparation of (R)- and (S)-N-methyl-1-phenyl-2-(1-pyrrolidinyl)ethanamine
De Sousa, Simon E.,O'Brien, Peter,Poumellec, Pierre
, p. 2613 - 2618 (2007/10/03)
Two methods for the efficient preparation of either enantiomer of the synthetically useful diamine N-methyl-1-phenyl-2-(1-pyrrolidinyl)ethanamine are reported. Each of the methods starts from readily available materials (styrene oxide or phenylglycinol) a
Aziridinium ions from phenylglycinol - A new approach to the synthesis of chiral diamines
De Sousa, Simon E.,O'Brien, Peter
, p. 4885 - 4888 (2007/10/03)
A new two-step method [(i) N,N-dialkylation; (ii) aziridinium ion formation followed by amine attack] for the synthesis of chiral diamines from phenylglycinol is described. sequentially without isolation of the intermediate amino alcohols to give diamines in good yields (62-76%). An improved protocol for the N,N-dialkylation of phenylglycinol is also reported.
ASSYMETRIC REDUCTIONS OF KETONES USING LITHIUM ALUMINIUM HYDRIDE MODIFIED WITH N,N-DIALKYL DERIVATIVES OF (R)-(-)-2-AMINOBUTAN-1-OL
Brown, Eric,Penfornis, Annie,Bayma, Joaquim,Touet, Joeul
, p. 339 - 342 (2007/10/02)
LiAlH4 previuosly treated with 2 equivalents of (R)-(-)-2-(2-iso-indolinyl)butan-1-ol (a readily available reagent) reduced 2-chloro and 2,4-dimethyl benzophenones into the corresponding benzhydrols with 100percent enantiomeric excess.Other examples of ketone reductions are given.
