148701-41-1Relevant academic research and scientific papers
Highly enantioselective organocatalytic oxidative kinetic resolution of secondary alcohols using chiral alkoxyamines as precatalysts: Catalyst structure, active species, and substrate scope
Murakami, Keiichi,Sasano, Yusuke,Tomizawa, Masaki,Shibuya, Masatoshi,Kwon, Eunsang,Iwabuchi, Yoshiharu
supporting information, p. 17591 - 17600 (2015/02/19)
The development and characterization of enantioselective organocatalytic oxidative kinetic resolution (OKR) of racemic secondary alcohols using chiral alkoxyamines as precatalysts are described. A number of chiral alkoxyamines have been synthesized, and their structure-enantioselectivity correlation study in OKR has led us to identify a promising precatalyst, namely, 7-benzyl-3-n-butyl-4-oxa-5-azahomoadamantane, which affords various chiral aliphatic secondary alcohols (ee up to >99%, krel up to 296). In a mechanistic study, chlorine-containing oxoammonium species were identified as the active species generated in situ from the alkoxyamine precatalyst, and it was revealed that the chlorine atom is crucial for high reactivity and enantioselectivity. The present OKR is the first successful example applicable to various unactivated aliphatic secondary alcohols, including heterocyclic alcohols with high enantioselectivity, the synthetic application of which is demonstrated by the synthesis of a bioactive compound.
Heteroarylamino and heteroarylsulfonamido substituted 3-benzylaminomethyl piperidines and related compounds
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Page 26, (2010/01/31)
The present invention relates to novel heteroarylamino and heteroarylsulfonamido substituted 3-benzylaminomethyl piperidines and, specifically, to compounds of formula (I), wherein W, R1, R3, P and A are as defined in the specificati
Azacyclic compounds compositions containing them and their use as tachykinin antagonists
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, (2008/06/13)
The present invention relates to compounds of formula (I), and salts and prodrugs thereof, wherein n is 1 , 2 or 3 and where any carbon atom of (CH2)n may be substituted by R4 and/or R5 ; X represents O or S; R
HETEROARYLAMINO AND HETEROARYLSULFONAMIDO SUBSTITUTED 3-BENZYLAMINOMETHYL PIPERIDINES AND RELATED COMPOUNDS
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, (2008/06/13)
The invention relates to compounds of the formula STR1 and to pharmaceutically acceptable salts thereof, wherein A, W, P, R 3, Q and R 1 are as defined herein. The compounds of formula I, and pharmaceutically acceptable salts thereof, are substance P anta
