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Volumn 38, Issue 9, 1999, Pages 1226-1229

From axial chirality to central chiralities: Pinacol cyclization of 2,2′-biaryldicarbaldehyde to trans-9,10-dihydrophenanthrene-9,10-diol

Author keywords

Chirality; Cyclizations; NMR spectroscopy; Pinacol coupling; Samarium

Indexed keywords

ALDEHYDE DERIVATIVE; PHENANTHRENE DERIVATIVE;

EID: 0033519326     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19990503)38:9<1226::AID-ANIE1226>3.0.CO;2-T     Document Type: Article
Times cited : (97)

References (35)
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    • Angew. Chem. Int. Ed. 1999, 38, 1229-1232.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1229-1232
  • 11
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    • Professor Uemura and co-workers independently studied a related system: N. Taniguchi, T. Hata, M. Uemura, Angew. Chem. 1999, 111, 1311-1314;
    • (1999) Angew. Chem. , vol.111 , pp. 1311-1314
    • Taniguchi, N.1    Hata, T.2    Uemura, M.3
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    • Angew. Chem. Int. Ed. 1999, 38, 1232-1235.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1232-1235
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    • (Eds.: B. M. Trost, I. Fleming, G. Pattenden), Pergamon, Oxford
    • a) G. M. Robertson in Comprehensive Organic Synthesis, Vol. 3 (Eds.: B. M. Trost, I. Fleming, G. Pattenden), Pergamon, Oxford, 1991, pp. 563-611;
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 563-611
    • Robertson, G.M.1
  • 22
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    • note
    • Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-112115. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK (fax: (+44)1223-336-033; e-mail: deposit@ccdc.cam.ac.uk).
  • 27
    • 0344935226 scopus 로고    scopus 로고
    • Although Scheme 2 is only meant to show the relative topicity during the net two-electron reduction process without referring to the mechanism, we are tempted to note the role of chelation in this stereoselective process. For related work, see a) Z. Hou, X. Jia, M. Hoshino, Y. Wakatsuki, Angew. Chem. 1997, 109, 1348-1350;
    • (1997) Angew. Chem. , vol.109 , pp. 1348-1350
    • Hou, Z.1    Jia, X.2    Hoshino, M.3    Wakatsuki, Y.4
  • 33
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    • note
    • [5a] We thank Professor R. N. Armstrong (Vanderbilt University, Nashville, TN) for valuable information.
  • 35
    • 33745118278 scopus 로고    scopus 로고
    • note
    • 1H NMR, 500 MHz).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.