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Volumn 59, Issue 1-3, 2009, Pages 111-115

Highly efficient chemoenzymatic syntheses of trans-2-aminocyclopentanol derivatives

Author keywords

2 Aminocyclopentanol; Diallyl group; Enzyme catalysis; Orthogonal protection

Indexed keywords

2-AMINOCYCLOPENTANOL; BURKHOLDERIA CEPACIA; CHEMO-ENZYMATIC SYNTHESIS; CYCLOPENTANOL; DE-PROTECTION REACTIONS; DIALLYL GROUP; ENANTIOPURE COMPOUNDS; ENZYME CATALYSIS; LIPASE-CATALYZED RESOLUTIONS; ORTHOGONAL PROTECTION;

EID: 64849094264     PISSN: 13811177     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcatb.2009.01.006     Document Type: Article
Times cited : (5)

References (22)
  • 12
    • 24944579952 scopus 로고    scopus 로고
    • In recent years, the impact of the allylic groups in protective group chemistry has increased since a variety of novel methods allow the easy cleavage. For a recent review, see:
    • In recent years, the impact of the allylic groups in protective group chemistry has increased since a variety of novel methods allow the easy cleavage. For a recent review, see:. Escoubet S., Gastaldi S., and Bertrand M. Eur. J. Org. Chem. 18 (2005) 3855-3873
    • (2005) Eur. J. Org. Chem. , vol.18 , pp. 3855-3873
    • Escoubet, S.1    Gastaldi, S.2    Bertrand, M.3
  • 16
    • 64849108862 scopus 로고    scopus 로고
    • N-Allylbenzylamine was prepared by reductive amination reaction of benzaldehyde with allylamine
    • N-Allylbenzylamine was prepared by reductive amination reaction of benzaldehyde with allylamine.
  • 17
    • 64849111310 scopus 로고    scopus 로고
    • In our previous report dealing about enzymatic resolution of β-aminocyclohexanols (see Ref. 11.a) and despite the use of anhydrous solvent and molecular sieves, partial lipase-catalyzed hydrolysis of vinyl acetate was detected with the amino group being partially protonated by the released acetic acid. However, the influence of this side reaction on the enantioselectivity and rate was demonstrated to be no significant
    • In our previous report dealing about enzymatic resolution of β-aminocyclohexanols (see Ref. 11.a) and despite the use of anhydrous solvent and molecular sieves, partial lipase-catalyzed hydrolysis of vinyl acetate was detected with the amino group being partially protonated by the released acetic acid. However, the influence of this side reaction on the enantioselectivity and rate was demonstrated to be no significant.
  • 18
    • 64849106187 scopus 로고    scopus 로고
    • This result represents a significant improvement respect to our previous strategy using the N-benzyloxycarbonyl derivative of trans-2-aminocyclopentanol (see Ref. 8) for which a reaction time of five days was necessary to achieve a conversion value of 50
    • This result represents a significant improvement respect to our previous strategy using the N-benzyloxycarbonyl derivative of trans-2-aminocyclopentanol (see Ref. 8) for which a reaction time of five days was necessary to achieve a conversion value of 50%.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.