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Volumn 3, Issue 12, 2001, Pages 1909-1911

Stereoselective synthesis of iso-dolaproine via dynamic kinetic resolution

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; DOLAPROINE; PYRROLIDINE DERIVATIVE;

EID: 0035859351     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol015955g     Document Type: Article
Times cited : (39)

References (44)
  • 13
    • 1542680893 scopus 로고    scopus 로고
    • Reductions in Organic Synthesis: Magid, A., Ed.; American Chemical Society; Washington, DC
    • Reviews: (a) Genet, J.-P. In Reductions in Organic Synthesis: Magid, A., Ed.; ACS Symposium Series 641; American Chemical Society; Washington, DC, 1996; p 31.
    • (1996) ACS Symposium Series , vol.641 , pp. 31
    • Genet, J.-P.1
  • 14
    • 0002025802 scopus 로고    scopus 로고
    • Stephenson, G. R., Ed.; Chapman and Hall: London
    • (b) Genet, J.-P. In Advances in Asymmetric Synthesis; Stephenson, G. R., Ed.; Chapman and Hall: London, 1996; p 60.
    • (1996) Advances in Asymmetric Synthesis , pp. 60
    • Genet, J.-P.1
  • 39
    • 0041796088 scopus 로고    scopus 로고
    • note
    • The choice of the configuration of the ligand follows the general rule for this reaction. For matched and mismatched pairs, see ref 9d.
  • 41
    • 0042297192 scopus 로고    scopus 로고
    • note
    • Similar change of reactivity had been described for functionalized γ-amino compounds; see ref 9c.
  • 42
    • 0041796087 scopus 로고    scopus 로고
    • note
    • The H-D exchange in the C2-position is so fast that no signal was observed for this proton. Such rapid α-equilibrium, associated with the good chiral recognition ability of the Ru-complex, should allow an efficient dynamic kinetic resolution process.
  • 44
    • 0042798378 scopus 로고    scopus 로고
    • note
    • It has been established that syn (2S,3R) and anti (2R,3R) trifluoroacetate salts of 7 led without epimerization to (2S,3R)-10 and (2R,3R) bicyclic lactams respectively (see ref 2a,d).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.