295328-91-5

Upstream product

• 295328-88-0 (2S,6S)-N-allyl-2,6-diphenylpiperidine 
• 6263-83-8 1,5-diphenyl-1,5-pentanedione 
• 195443-92-6 (-)-(S,S)-1,5-diphenylpentane-1,5-diol 
• 295328-89-1 (R,R)-1,5-bis(methanesulfonyloxy)-1,5-diphenylpentane 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 1569095-72-2 N-methoxy-N-[(1S)-1-phenylprop-2-en-1-yl]but-3-enamide 
• 1569095-81-3 (6S)-1-methoxy-6-phenyl-3,6-dihydropyridin-2(1H)-one 
• 1569095-83-5 (6S)-1-methoxy-6-phenyl-piperidin-2-one 
• 1304540-02-0 (-)-tert-butyl methoxy[(1S)-1-phenylprop-2-en-1-yl]carbamate 

Downstream Products

• 1315314-16-9 (2S,6S)-1-((5S,6S)-5,6-dimethoxy-4,4,7,7-tetra(naphthalen-2-yl)-1,3,2-dioxaphosphepan-2-yl)-2,6-diphenylpiperidine 

Relevant academic research and scientific papers

Addition of organometallic reagents to chiral N-methoxylactams: Enantioselective syntheses of pyrrolidines and piperidines

Enantioselective iridium-catalyzed allylic substitutions were used to prepare N-allyl hydroxamic acid derivatives that were suitable for ring-closing metathesis, giving N-methoxylactams. Reactions of these derivatives with Grignard or organolithium compou

Removal of the pyridine directing group from α-substituted N-(pyridin-2-yl)piperidines obtained via directed Ru-catalyzed sp3 C-H functionalization

Two strategies, "hydrogenation-hydride reduction" and "quaternization-hydride reduction", are reported that make use of mild reaction conditions (room temperature) to efficiently remove the N-pyridin-2-yl directing group from a diverse set of C-2-substituted piperidines that were synthesized through directed Ru-catalyzed sp3 C-H functionalization. The deprotected products are obtained in moderate to good overall yields irrespective of the strategy followed, indicating that both methods are generally equally effective. Only in the case of 2,6-disubstituted piperidines, could the "quaternization-hydride reduction" strategy not be used. The "hydrogenation-hydride reduction" protocol was successfully applied to trans- and cis-2-methyl-N-(pyridin-2-yl)-6-undecylpiperidine in a short synthetic route toward (±)-solenopsin A (trans diastereoisomer) and (±)-isosolenopsin A (cis diastereoisomer). The absolute configuration of the enantiomers of these fire ant alkaloids could be determined via VCD spectroscopy.

Efficient preparation of optically pure C2-symmetrical cyclic amines for chiral auxiliary

Optically pure C2-symmetrical amines were efficiently synthesized from the corresponding diols obtained from the enantioselective borohydride reduction of the diketones catalyzed by the optically active β-ketoiminato cobalt(II) complex.

A simple enantioselective preparation of (2S,5S)-2,5-diphenylpyrrolidine and related diaryl amines

A short efficient catalytic asymmetric route to the preparation of C2-symmetric diaryl cyclic amines is described. Copyright (C) 2000 Elsevier Science Ltd.