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Volumn 62, Issue 15, 2006, Pages 3600-3609

Peracid dependent stereoselectivity and functional group contribution to the stereocontrol of epoxidation of (E)-alkene dipeptide isosteres

Author keywords

Allylic functional group; Coordination; Dipeptidomimetics; Epoxidation; Peracid; Stereoselectivity

Indexed keywords

ALKENE DERIVATIVE; CARBAMIC ACID DERIVATIVE; DIPEPTIDE; FUNCTIONAL GROUP; GLYCINE; MAGNESIUM DERIVATIVE; PERACETIC ACID; PHENYLALANINE; VINYL DERIVATIVE;

EID: 33645006089     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.01.095     Document Type: Article
Times cited : (16)

References (56)
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    • For general reviews, see: (a) E. Höft Top. Curr. Chem. 164 1993 63 77
    • (1993) Top. Curr. Chem. , vol.164 , pp. 63-77
    • Höft, E.1
  • 4
    • 0000627007 scopus 로고
    • Several mechanistic studies have been performed; see, for example (a) P.D. Bartlett Rec. Chem. Prog. 18 1957 111
    • (1957) Rec. Chem. Prog. , vol.18 , pp. 111
    • Bartlett, P.D.1
  • 13
    • 0001070142 scopus 로고
    • For other examples of cooperative coordination of m-CPBA, see: (a) M.R. Johnson, and Y. Kishi Tetrahedron Lett. 1979 4347 4350
    • (1979) Tetrahedron Lett. , pp. 4347-4350
    • Johnson, M.R.1    Kishi, Y.2
  • 16
    • 0000041675 scopus 로고
    • For directing effects of allylic amides and carbamates, see: (a) A. Hasegawa, and H.Z. Sable J. Org. Chem. 31 1966 4154 4161
    • (1966) J. Org. Chem. , vol.31 , pp. 4154-4161
    • Hasegawa, A.1    Sable, H.Z.2
  • 31
  • 39
    • 33645000347 scopus 로고    scopus 로고
    • see Ref. 3g and 3l.
    • Similar byproducts have been observed by others, see Ref. 3g and 3l.
  • 40
    • 33645002430 scopus 로고    scopus 로고
    • note
    • Crystallographic data for 4b have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 267293. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44 1223 336033 or deposit@ccdc.cam.ac. uk ].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.