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Volumn , Issue 20, 2007, Pages 3281-3291

An approach to enantioselective 5-endo halo-lactonization reactions

Author keywords

Cyclization; Enantioselectivity; Iodine; Lactones; N ligands

Indexed keywords


EID: 34447542393     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200700041     Document Type: Article
Times cited : (57)

References (42)
  • 3
    • 0346907647 scopus 로고
    • Eds, B. M. Trost, I. Fleming, Pergamon Press, Oxford
    • c) K. E. Harding, T. H. Tiner, Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford, 1991, vol. 4, p. 463;
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 463
    • Harding, K.E.1    Tiner, T.H.2
  • 12
    • 34447519635 scopus 로고
    • For recent utilizations of this reaction, see, for example
    • a) R. Fittig, B. Frost, Justus Liebigs Ann. Chem. 1884, 226, 363-376. For recent utilizations of this reaction, see, for example:
    • (1884) Justus Liebigs Ann. Chem , vol.226 , pp. 363-376
    • Fittig, R.1    Frost, B.2
  • 13
  • 19
    • 34447508725 scopus 로고    scopus 로고
    • Complexation of the silver carboxylate 58 by three molecules of N-methylephedrine is also possible. This complex also reacted with iodobis(collidine) hexafluorophosphate or iodobis(N-methylephedrine) hexafluoroantimonate to give the racemic lactone 18.
    • Complexation of the silver carboxylate 58 by three molecules of N-methylephedrine is also possible. This complex also reacted with iodobis(collidine) hexafluorophosphate or iodobis(N-methylephedrine) hexafluoroantimonate to give the racemic lactone 18.
  • 21
    • 34447519636 scopus 로고    scopus 로고
    • When the iodolactonization of acid 17 was carried out with N-methylephedrine 78% ee, we obtained under our optimum conditions, the iodolactone 18 with an ee of 35, which corresponds to the expected value. Thus, no non-linear effect was observed in these cyclization reactions
    • When the iodolactonization of acid 17 was carried out with N-methylephedrine (78% ee), we obtained under our optimum conditions, the iodolactone 18 with an ee of 35%, which corresponds to the expected value. Thus, no non-linear effect was observed in these cyclization reactions.
  • 24
    • 0009223717 scopus 로고    scopus 로고
    • S. S. C. Koch, A. R. Chamberlin, Studies in Natural Products Chemistry (Ed.: Attaur-Rahman), Elsevier Science, Amstredam, 1995, 16, p. 687.
    • c) S. S. C. Koch, A. R. Chamberlin, Studies in Natural Products Chemistry (Ed.: Attaur-Rahman), Elsevier Science, Amstredam, 1995, vol. 16, p. 687.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.