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Volumn 42, Issue 35, 2003, Pages 4238-4241

Total synthesis of an atropdiastereomer of RP-66453 and determination of its absolute configuration

Author keywords

Atropisomerism; Macrocycles; Structure elucidation; Suzuki Miyaura reaction; Total synthesis

Indexed keywords

SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL);

EID: 0141522560     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200351996     Document Type: Article
Times cited : (59)

References (31)
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    • 0000707014 scopus 로고    scopus 로고
    • Bromination of (S)-dopa gave exclusively the undesired (S)-2-bromo-4,5-dihydroxyphenylalanine, see: S. Kirschbaum, H. Waldmann, J. Org. Chem. 1998, 63, 4936-4946.
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    • Kirschbaum, S.1    Waldmann, H.2
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    • note
    • c were observed for compounds 10 and 11, respectively.
  • 26
    • 0033523812 scopus 로고    scopus 로고
    • Aryl-Aryl bond formation by intramolecular Suzuki-Miyaura coupling see: a) A. M. Elder, D. H. Rich, Org. Lett. 1999, 1, 1443-1446;
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    • Elder, A.M.1    Rich, D.H.2
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    • Ph.D. Thesis, Université Paris-Sud
    • In our hands formation of the B-O-C cyclophane followed by macrolactamization failed to afford the complete A-B-O-C bicycle (S. Boisnard, Ph.D. Thesis, Université Paris-Sud, 2001), although the 15-membered A-B ring can be prepared efficiently by macrolactamization (refs. [6a, 7b]).
    • (2001)
    • Boisnard, S.1
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    • 0141787221 scopus 로고    scopus 로고
    • note
    • 1H NMR spectra of RP-66453 (1) and 2 in DMSO, we performed NOE studies on their derivatives 18 and 17, respectively.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.