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Volumn , Issue 4, 2003, Pages 756-760

A stereoselective synthesis of five- and six-membered cyclic β-amino acids

Author keywords

Amino acids; Asymmetric synthesis; Ring closing metathesis; Thioester

Indexed keywords

BETA AMINO ACID; IMINE; THIOESTER;

EID: 0037325037     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200390118     Document Type: Article
Times cited : (29)

References (31)
  • 1
  • 12
    • 0002251654 scopus 로고    scopus 로고
    • For reviews of the NARC approach see: [6a] P. Perlmutter, Stereosel. Heterocycl. Synth. II 1997, 190, 87-103. [6b] P. Perlmutter, Curr. Med. Chem. 1996, 2, 139-152.
    • (1997) Stereosel. Heterocycl. Synth. II , vol.190 , pp. 87-103
    • Perlmutter, P.1
  • 13
    • 0029992829 scopus 로고    scopus 로고
    • For reviews of the NARC approach see: [6a] P. Perlmutter, Stereosel. Heterocycl. Synth. II 1997, 190, 87-103. [6b] P. Perlmutter, Curr. Med. Chem. 1996, 2, 139-152.
    • (1996) Curr. Med. Chem. , vol.2 , pp. 139-152
    • Perlmutter, P.1
  • 21
    • 0033534429 scopus 로고    scopus 로고
    • For an efficient preparation of acyclic cis-β-amino acids by stereoselective addition of enolates to chiral sulfonyl imines see: T. P. Tang, J. A. Ellman, J. Org. Chem. 1999, 64, 12-13.
    • (1999) J. Org. Chem. , vol.64 , pp. 12-13
    • Tang, T.P.1    Ellman, J.A.2
  • 23
    • 0028008520 scopus 로고
    • Imine 5 was prepared by condensation of cinnimaldehyde with -α-methylbenzylamine using an adaptation of the methods described by Georg et al., see: G. I. Georg, Z. Wu, Tetrahedron Lett. 1994, 35, 381-384.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 381-384
    • Georg, G.I.1    Wu, Z.2
  • 24
    • 0028145540 scopus 로고
    • The use of chiral auxiliary-modified imines in combination with the enolates derived from 2-pyridyl thioesters is described by Cozzi et al., see: R. Annunziata, M. Benaglia, M. Cinquini, F. Cozzi, L. Raimondi, Tetrahedron 1994, 50, 9471-9486.
    • (1994) Tetrahedron , vol.50 , pp. 9471-9486
    • Annunziata, R.1    Benaglia, M.2    Cinquini, M.3    Cozzi, F.4    Raimondi, L.5
  • 25
    • 0013347276 scopus 로고    scopus 로고
    • note
    • trans 2.0-2.4 Hz).
  • 26
    • 33748242372 scopus 로고
    • For review articles on the general subject of the β-lactam route to β-amino acids see: [15a] L. Banfi, G. Guanti, Angew. Chem. Int. Ed. Engl. 1995, 34, 2393-2395. [15b] I. Ojima, F. Delaloge, Chem. Soc. Rev. 1997, 26, 377-386.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 2393-2395
    • Banfi, L.1    Guanti, G.2
  • 27
    • 0000727123 scopus 로고    scopus 로고
    • For review articles on the general subject of the β-lactam route to β-amino acids see: [15a] L. Banfi, G. Guanti, Angew. Chem. Int. Ed. Engl. 1995, 34, 2393-2395. [15b] I. Ojima, F. Delaloge, Chem. Soc. Rev. 1997, 26, 377-386.
    • (1997) Chem. Soc. Rev. , vol.26 , pp. 377-386
    • Ojima, I.1    Delaloge, F.2
  • 28
    • 0013446321 scopus 로고    scopus 로고
    • Purchased from Strem Chemicals, Inc
    • Purchased from Strem Chemicals, Inc.
  • 29
    • 0013393586 scopus 로고    scopus 로고
    • note
    • The use of more reactive RCM catalysts [16] in these ring closures is currently under investigation in our laboratories.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.