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Volumn 71, Issue 23, 2006, Pages 8975-8977

Strategy for the enantioselective synthesis of trans-2,4-disubstituted piperidines: Application to the CCR3 antagonist IS811

Author keywords

[No Author keywords available]

Indexed keywords

ACETONE; AMINATION; HYDROGENATION; INVERSE KINEMATICS; REACTION KINETICS; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 33750881162     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0616963     Document Type: Article
Times cited : (16)

References (47)
  • 1
    • 33750877414 scopus 로고    scopus 로고
    • note
    • Pipecolic acid is piperidine-2-carboxylic acid.
  • 22
    • 33845301521 scopus 로고
    • Comins, D. L.; Brown, J. D. Tetrahedron Lett. 1986, 27, 4549. An auxiliary-mediated process has also been developed to provide these substrates in optically pure form.
    • (1986) Tetrahedron Lett. , vol.27 , pp. 4549
    • Comins, D.L.1    Brown, J.D.2
  • 40
    • 33750880466 scopus 로고    scopus 로고
    • note
    • We thank Dr. Robert E. Waltermire for this suggestion.
  • 47
    • 33750845917 scopus 로고    scopus 로고
    • note
    • A somewhat unusual feature of the unsaturated lactone is that optically active (-)-4 melts 10 °C higher than racemic 4. This could facilitate shedding the undesired enantiomer via crystallization should epimerization become an issue under the less stringent conditions of scaleup.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.