159717-45-0Relevant academic research and scientific papers
Enantioselective synthesis of 1,2-diarylaziridines by the organocatalytic reductive amination of α-chloroketones
Malkov, Andrei V.,Stoncius, Sigitas,Kocovsky, Pavel
, p. 3722 - 3724 (2007)
(Chemical Equation Presented) One-sided triangles: A simple protocol has been developed for the synthesis of highly useful single enantiomers of 1,2-diarylaziridines. The method involves conversion of the readily available α-chloroacetophenones into the c
Enantioselective radical C–H amination for the synthesis of β-amino alcohols
Nakafuku, Kohki M.,Zhang, Zuxiao,Wappes, Ethan A.,Stateman, Leah M.,Chen, Andrew D.,Nagib, David A.
, p. 697 - 704 (2020/07/02)
Asymmetric, radical C–H functionalizations are rare but powerful tools for solving modern synthetic challenges. Specifically, the enantio- and regioselective C–H amination of alcohols to access medicinally valuable chiral β-amino alcohols remains elusive. To solve this challenge, a radical relay chaperone strategy was designed, wherein an alcohol was transiently converted to an imidate radical that underwent intramolecular H-atom transfer (HAT). This regioselective HAT was also rendered enantioselective by harnessing energy transfer catalysis to mediate selective radical generation and interception by a chiral copper catalyst. The successful development of this multi-catalytic, asymmetric, radical C–H amination enabled broad access to chiral β-amino alcohols from a variety of alcohols containing alkyl, allyl, benzyl and propargyl C–H bonds. Mechanistic experiments revealed that triplet energy sensitization of a Cu-bound radical precursor facilitates catalyst-mediated HAT stereoselectivity, enabling the synthesis of several important classes of chiral β-amines by enantioselective, radical C–H amination. [Figure not available: see fulltext.]
Preparation method and application of chiral compound
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Paragraph 0009, (2017/12/09)
A synthetic method of a chiral compound (I) comprises the steps that palladium chloride of 33mol% as a catalyst, 3.4382 g of N-cyanoacetylpyrrolidine, 60 mL chlorobenzene and 4.8075 g of D-plenylglycinol are mixed, the mixture is subjected to reflux at a
EPC-synthesis of functionalised amides via chiral β-nitrogenated organolithium compounds
Foubelo, Francisco,Yus, Miguel
, p. 2911 - 2922 (2007/10/03)
The deprotonation of chiral chloroamides or carbamates 1, 4, 7, 10, 13 and 16 with n-butyllithium followed by in situ lithiation with lithium naphthalenide, both at -78°C in THF, leads to the formation of the corresponding chiral dianionic intermediates,
Synthesis of enantiomerically pure functionalised amides (EPC-synthesis) from chiral β-aminated organolithium intermediates
Foubelo, Francisco,Yus, Miguel
, p. 4831 - 4834 (2007/10/02)
The successive deprotonation-lithiation of chiral chloroamides 1 with n-butyllithium and lithium naphthalenide, respectively, at -78°C leads to the corresponding chiral β-aminated organolithium intermediates 2, which by reaction with different electrophil
