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Volumn 7, Issue 4, 2005, Pages 581-584

Versatile solid-phase synthesis of peptide-derived 2-oxazolines. Application in the synthesis of ligands for asymmetric catalysis

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; CARBONYL DERIVATIVE; LIGAND; OXAZOLINE DERIVATIVE; OXYGEN; PALLADIUM COMPLEX; PEPTIDE DERIVATIVE; PHOSPHINE; SERINE;

EID: 14844357298     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047675h     Document Type: Article
Times cited : (27)

References (39)
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    • For reviews, see: (a) McManus, H. A.; Guiry, P. J. Chem. Rev. 2004, 104, 4151-4202. (b) Ager, D. J.; Prakash, I.; Schaad, D. R. Chem. Rev. 1996, 96, 835-875.
    • (2004) Chem. Rev. , vol.104 , pp. 4151-4202
    • McManus, H.A.1    Guiry, P.J.2
  • 9
    • 0038468227 scopus 로고    scopus 로고
    • For reviews, see: (a) McManus, H. A.; Guiry, P. J. Chem. Rev. 2004, 104, 4151-4202. (b) Ager, D. J.; Prakash, I.; Schaad, D. R. Chem. Rev. 1996, 96, 835-875.
    • (1996) Chem. Rev. , vol.96 , pp. 835-875
    • Ager, D.J.1    Prakash, I.2    Schaad, D.R.3
  • 10
    • 0028157516 scopus 로고
    • and references therein
    • Gant, T. G.; Meyers, A. I. Tetrahedron 1994, 50, 2297-2360 and references therein.
    • (1994) Tetrahedron , vol.50 , pp. 2297-2360
    • Gant, T.G.1    Meyers, A.I.2
  • 20
    • 33748221941 scopus 로고
    • (a) Bolm, C. Angew. Chem., Ind. Ed. Engl. 1991, 30, 542-543; Angew. Chem. 1991, 103, 556-558.
    • (1991) Angew. Chem. , vol.103 , pp. 556-558
  • 22
    • 33748227479 scopus 로고
    • (b) von Matt, P.; Pfaltz, A. Angew. Chem., Ind. Ed. Engl. 1993, 32, 566-568; Angew. Chem. 1993, 105, 614-615.
    • (1993) Angew. Chem. , vol.105 , pp. 614-615
  • 25
    • 0042379938 scopus 로고    scopus 로고
    • For a recent review on combinatorial libraries of chiral ligands for enantioselective catalysis, see: Gennari. C.; Piarulli, U. Chem Rev. 2003, 103, 3071-3100.
    • (2003) Chem. Rev. , vol.103 , pp. 3071-3100
    • Gennari, C.1    Piarulli, U.2
  • 26
    • 0033949478 scopus 로고    scopus 로고
    • For a review on the use of phosphine-oxazoline ligands in asymmetric synthesis, see: Helmchen, G.; Pfaltz, A. Acc. Chem. Res. 2000, 33, 336-345.
    • (2000) Acc. Chem. Res. , vol.33 , pp. 336-345
    • Helmchen, G.1    Pfaltz, A.2
  • 37
    • 14844361801 scopus 로고    scopus 로고
    • note
    • Although more stable, the P-N bond of 7b is also cleaved uncler the acidic conditions needed to cleave the Rink linker.
  • 38
    • 14844344477 scopus 로고    scopus 로고
    • note
    • Peptido-2-oxazolines 3a-e were all resynthesised in small amounts using the HMBA linker (see the Supporting Information for HR-MS data), and the HMBA linker proved to be fully compatible with the developed synthetic methodology.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.