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Volumn 14, Issue 25, 2008, Pages 7648-7657

Dinuclear zinc-catalyzed asymmetric desymmetrization of acyclic 2-substituted-1,3-propanediols: A powerful entry into chiral building blocks

Author keywords

Asymmetric catalysis; Chiral building blocks; Desymmetrization; Enantioselectivity; Propanediol

Indexed keywords

CATALYSIS; CHEMICAL REACTIONS; ENANTIOSELECTIVITY; ZINC;

EID: 53849088248     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200800623     Document Type: Conference Paper
Times cited : (50)

References (72)
  • 17
    • 0037169063 scopus 로고    scopus 로고
    • 1-ethoxyvinyl 2-furanoale has been used as an acylating agent to circumvent the intramolecular acylation by S. Akai, T. Naka, T. Fujita, Y. Takebe, T. Tsujino, Y. Kita, J. Org. Chem. 2002, 67, 411.
    • f) 1-ethoxyvinyl 2-furanoale has been used as an acylating agent to circumvent the intramolecular acylation by S. Akai, T. Naka, T. Fujita, Y. Takebe, T. Tsujino, Y. Kita, J. Org. Chem. 2002, 67, 411.
  • 48
    • 53849087731 scopus 로고    scopus 로고
    • An added benefit of toluene as the reaction solvent was realized upon completion of the reaction, in which the crude reaction mixture could directly be poured onto silica gel. thus, obviating the need for a workup procedure. This not only enhances the practicality of the procedure but also allows for the complete recovery of starting diols; many of which have high solubilities in aqueous media
    • An added benefit of toluene as the reaction solvent was realized upon completion of the reaction, in which the crude reaction mixture could directly be poured onto silica gel. thus, obviating the need for a workup procedure. This not only enhances the practicality of the procedure but also allows for the complete recovery of starting diols; many of which have high solubilities in aqueous media.
  • 57
    • 53849088460 scopus 로고    scopus 로고
    • Currently available from Aldrich, CAS No. 325006. costs US$46.30/gram for both enantiomers.
    • Currently available from Aldrich, CAS No. 325006. costs US$46.30/gram for both enantiomers.
  • 70
    • 53849134386 scopus 로고    scopus 로고
    • The majority of examples currently in the literature have acetyl groups
    • The majority of examples currently in the literature have acetyl groups.
  • 71
    • 1842505068 scopus 로고    scopus 로고
    • For an example in which only one enantiomer can be accessed in high enantioselectivity with enzymatic desymmerization see D. B. Kastrinsky, D. L. Boger, J. Org. Chem. 2004, 69, 2284
    • For an example in which only one enantiomer can be accessed in high enantioselectivity with enzymatic desymmerization see D. B. Kastrinsky, D. L. Boger, J. Org. Chem. 2004, 69, 2284.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.