86863-73-2Relevant academic research and scientific papers
5(4'-Chloromethylphenyl)pentylpolystyrene resin (CMPP resin). A new linker resin for solid-phase organic synthesis under Lewis acidic conditions
Kobayashi, Shu,Moriwaki, Mitsuhiro
, p. 4251 - 4254 (2007/10/03)
A new linker resin for solid-phase organic synthesis under Lewis acidic conditions has been developed. The resin, 5-(4'-chloromethylphenyl)pentylpolystyrene resin (CMPP resin), has no oxygen or nitrogen atoms in its spacer moiety. Imino aldol reactions of polymer-supported silyl enol ethers using the new resin with imines were demonstrated in the presence of a Lewis acid, and it was shown that the yields using CMPP resin were much higher (ca. 10-30%) than those using Merrifield resin.
Parallel synthesis using Mannich-type three-component reactions and 'field synthesis' for the construction of an amino alcohol library
Kobayashi, Shu,Moriwaki, Mitsuhiro,Akiyama, Ryo,Suzuki, Shu,Hachiya, Iwao
, p. 7783 - 7786 (2007/10/03)
An amino alcohol library was constructed by parallel synthesis based on Mannich-type three-component reactions of aldehydes, amines, and polymer-supported silyl enol ethers, followed by reductive cleavage from the supports. 'Field Synthesis', which provid
Azetidines and Bisazetidines. Their Synthesis and Use as the Key Intermediates to Enantiomerically Pure Diamines, Amino Alcohols, and Polyamines
Ojima, Iwao,Zhao, Mangzhu,Yamato, Takehiko,Nakahashi, Kazuaki,Yamashita, Mitsuo,Abe, Rumiko
, p. 5263 - 5277 (2007/10/02)
Highly selective reductions of β-lactams (1, 5), direct-tandem bis-β-lactams (6), and tandem bis-β-lactams (7) to the corresponding azetidines (13, 14) and bisazetidines (11, 12) are successfully performed by using diisobutylaluminum hydride (DIBAL-H), monochlorohydroalane (AlH2Cl) and dichloroalane (AlHCl2) as specific reducing agents: Enantiomerically pure azetidines and bisazetidines are readily synthesized without loss of enantiomeric purity.Possible mechanisms that can accomodate the unique selectivity realized by hydroalanes are discussed.Hydrogenolysis of 2-arylazetidines and 2,2'-diarylbisazetidines on palladium catalyst or Ra ney-Ni gives the corresponding diamines, amino alcohols, polyamino alcohols, and polyamino ethers in excellent yields, which may serve as useful chiral chelating agents as well as chiral building blocks for organic synthesis and for chiral macrocycles.
