87411-81-2Relevant academic research and scientific papers
Synthesis of β-amino arylketones through the addition of ArLi derivatives to β-aminoesters
Lima, Paulo G.,Sequeira, Lucia C.,Costa, Paulo R.R.
, p. 3525 - 3527 (2001)
2-Lithiumthiophene and 2-lithiumpyridine were allowed to react with N-substituted β-aminoesters. Only β-amino arylketones were obtained from N-BOC, N-H derivatives, while arylenoates were formed (retro-conjugate addition) from those substrates bearing N-Bn, N-H substituents, despite the aryllithium used. When the nitrogen is disubstituted (BOC and Bn), the product distribution depended on the nucleophile, leading to tertiary alcohols for 2-lithiumthiophene or ketones for 2-lithiumpyridine. Tertiary alcohols were also formed when PhLi was used as a nucleophile.
Stereoselective synthesis and preliminary evaluation of new D-3-heteroarylcarbonylalanines as ligands of the NMDA receptor
Lima, Paulo G.,Caruso, Rodrigo R.B.,Alves, Simone O.,Pess?a, Renata F.,Mendon?-Silva, Dayde L.,Nunes, Ricardo J.,No?l, Fran?ois,Castro, Newton G.,Costa, Paulo R.R.
, p. 4399 - 4403 (2007/10/03)
New N-heteroarylcarbonylalanines of the d-series were stereoselectively prepared from enoates derived from d-mannitol. Their activities in binding and functional assays for the NMDA sub-type of glutamate receptors are described. New N-heteroarylcarbonylal
Synthesis of chiral pyrrolidine and pyrrole derivatives through the chemoselective Dieckmann reaction of α,β-aminodiesters
Pinto, Americo C.,Abdala, Rodrigo V.,Costa, Paulo R.R.
, p. 4239 - 4243 (2007/10/03)
α,β-Aminodiesters were allowed to react with t-BuOK in THF at -78°C. The chemoselectivity of the Dieckmann cyclization was controlled by the nature of the substituents R3 and R4, allowing the preparation of pyrrolidine or pyrrole derivatives. (C) 2000 Elsevier Science Ltd.
Chemistry of O-Silylated Ketene Acetals: Stereocontrolled Synthesis of 3-Benzoylamino-2,3-dideoxypentoses by a 1,3-Addition to Chiral Nitrones
Kita, Yasuyuki,Tamura, Osamu,Itoh, Fumio,Kishino, Hiroko,Miki, Takashi,et al.
, p. 2002 - 2007 (2007/10/02)
The stereochemistry of 1,3-addition of ketene acetals (1a,b) to the chiral nitrones (4a-d) derived from 2,3-O-isopropylidene-D-glyceraldehyde was examined.The reaction of ketene methyl tert-butyldimethylsilyl acetal (1a) with the N-benzylnitrone (4a) prod
Ketene Silyl Acetal Chemistry; Diastereofacial Selectivity of 1,3-Addition of Chiral Nitrones
Kita, Yasuyuki,Tamura, Osamu,Itoh, Fumio,Kishino, Hiroko,Miki, Takashi,et al.
, p. 761 - 763 (2007/10/02)
The reaction of dimethyl-t-butylsiloxy-1-methoxyethene (1a) with the N-benzylnitrone (3a) produced the syn-1,3-adduct (4a) predominantly, while the reaction of dimethyl-t-butylsiloxy-1-t-butoxyethene (1b) with the N-diphenylmethylnitrone (3d) gave the ant
ENANTIOSELECTIVE SYNTHESIS OF (R)- AND (S)-4--2-AZETIDINONES FROM D-GLYCERALDEHYDE ACETONIDE
Matsunaga, Hiroshi,Sakamaki, Tomoko,Nagaoka, Hiroto,Yamada, Yasuji
, p. 3009 - 3012 (2007/10/02)
(R)-N-Benzyl-4--2-azetidinone (10) and (S)-4--2-azetidinone (17) were enantioselectively synthesized from the benzylamino ester 3, which was prepared by the highly stereoselective 1,4-addition of benzylami
