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Volumn 52, Issue 14, 2011, Pages 1685-1688

Highly enantioselective synthesis of anti aryl β-hydroxy α-amino esters via DKR transfer hydrogenation

Author keywords

anti Hydroxyl amino ester; Asymmetric transfer hydrogenation; Dynamic kinetic resolution; Enantioselectivity; Vibrational Circular Dichroism (VCD)

Indexed keywords

ESTER DERIVATIVE;

EID: 79952362761     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.01.146     Document Type: Article
Times cited : (43)

References (33)
  • 26
    • 79952363060 scopus 로고    scopus 로고
    • note
    • Determination of the relative stereochemistry of compound 4 by NOE effects was not conclusive.
  • 27
    • 79952361887 scopus 로고    scopus 로고
    • note
    • cf. Ref. 4e, the assignment of an anti stereochemistry of β-hydroxy-α-amino esters were also obtained through coupling constants comparison of corresponding cyclic carbamate after the removal of Boc group followed by treatment of the corresponding product with triphosgene. However, absolute stereochemistry assignment was not determined.
  • 30
    • 79952363905 scopus 로고    scopus 로고
    • note
    • Even though a small amount of epimerization may happen at the α-position of ester, it is unlikely to epimerize the stereogenic center at the benzylic position. Therefore, we can correlate four isomers with ester 3 for a comparison to assign the absolute stereochemistry.
  • 33
    • 79952364575 scopus 로고    scopus 로고
    • note
    • cf. Refs. 4b and 4c, syn β-hydroxyl α-amino esters were reported when Cbz protected substrate 1h was used under similar conditions.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.