메뉴 건너뛰기




Volumn 47, Issue 40, 2008, Pages 7652-7655

Iridium-catalyzed asymmetric allylic substitutions-very high regioselectivity and air stability with a catalyst derived from dibenzo[a,e]cyclooctatetraene and a phosphoramidite

Author keywords

Allylic amines; Allylic substitution; Asymmetric catalysis; Cyclization; Iridium

Indexed keywords


EID: 54749126182     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200802480     Document Type: Article
Times cited : (111)

References (20)
  • 1
    • 0003544583 scopus 로고    scopus 로고
    • 2nd ed, Ed, I. Ojima, Wiley-VCH, New York
    • a) B. M. Trost, C. Lee in Catalytic Asymmetric Synthesis, 2nd ed. (Ed.: I. Ojima), Wiley-VCH, New York, 2000, pp. 593-649;
    • (2000) Catalytic Asymmetric Synthesis , pp. 593-649
    • Trost, B.M.1    Lee, C.2
  • 2
    • 0000687774 scopus 로고    scopus 로고
    • Eds, E. N. Jacobsen, A. Pfaltz, H. Yamamoto, Springer, Berlin
    • b) A. Pfaltz, M. Lautens in Comprehensive Asymmetric Catalysis I-III (Eds.: E. N. Jacobsen, A. Pfaltz, H. Yamamoto), Springer, Berlin, 1999, pp. 833-884.
    • (1999) Comprehensive Asymmetric Catalysis I-III , pp. 833-884
    • Pfaltz, A.1    Lautens, M.2
  • 7
    • 0036314479 scopus 로고    scopus 로고
    • Preparation from α,α′-dibromo-o-xylene: S. Chaffins, M. Brettreich, F. Wudl, Synthesis 2002, 9, 1191-1194. We found that lithium in the form of coarse nodules, rather than lithium powder, suffices for the initial reductive coupling. The reaction with the latter tends to be capricious.
    • Preparation from α,α′-dibromo-o-xylene: S. Chaffins, M. Brettreich, F. Wudl, Synthesis 2002, 9, 1191-1194. We found that lithium in the form of coarse nodules, rather than lithium powder, suffices for the initial reductive coupling. The reaction with the latter tends to be capricious.
  • 10
    • 4644288045 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 4797-4800.
    • (2004) Angew. Chem. Int. Ed , vol.43 , pp. 4797-4800
  • 11
    • 54749128278 scopus 로고    scopus 로고
    • Most of the substitution reactions using the cod-containing catalyst have already been reported (see Refs. [3-5] in the Supporting Information). Nevertheless, these reactions were repeated side by side with the reactions promoted by the new dbcot-containing catalyst in order to ensure identical reaction conditions.
    • Most of the substitution reactions using the cod-containing catalyst have already been reported (see Refs. [3-5] in the Supporting Information). Nevertheless, these reactions were repeated side by side with the reactions promoted by the new dbcot-containing catalyst in order to ensure identical reaction conditions.
  • 13
    • 33748639706 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 5546-5549.
    • (2006) Angew. Chem. Int. Ed , vol.45 , pp. 5546-5549
  • 18
    • 54749123341 scopus 로고    scopus 로고
    • Crystal data for K1: See the Supporting Information.
    • Crystal data for K1: See the Supporting Information.
  • 19
    • 54749133528 scopus 로고    scopus 로고
    • 31P NMR spectrum showed a broadened signal for the doublet at 142 ppm.
    • 31P NMR spectrum showed a broadened signal for the doublet at 142 ppm.
  • 20
    • 54749093309 scopus 로고    scopus 로고
    • 3J = 78 Hz (6%) for diastereomers of type K2 derived from L1, cf. Ref. [11].
    • 3J = 78 Hz (6%) for diastereomers of type K2 derived from L1, cf. Ref. [11].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.